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【结 构 式】 
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【分子编号】11727 【品名】N,N-Dimethylacrylamide; N,N-Dimethyl-2-propenamide 【CA登记号】2680-03-7 |
【 分 子 式 】C5H9NO 【 分 子 量 】99.1326 【元素组成】C 60.58% H 9.15% N 14.13% O 16.14% |
合成路线1
该中间体在本合成路线中的序号：(II)The condensation of 1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile (I) with N,N-dimethyl-2-propenamide (II) by means of LDA in THF gives the addition compound (III), which is then reduced to the target citalopram by means of Red-Al in toluene.
| 【1】 Petersen, H. (H. Lundbeck A/S); Method for the preparation of citalopram. WO 0168630 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 33233 | 1-(4-fluorophenyl)-5-phtalancarbonitrile; 1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile | C15H10FNO | 详情 | 详情 | |
| (II) | 11727 | N,N-Dimethylacrylamide; N,N-Dimethyl-2-propenamide | 2680-03-7 | C5H9NO | 详情 | 详情 |
| (III) | 55287 | 3-[5-cyano-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-1-yl]-N,N-dimethylpropanamide | C20H19FN2O2 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(XV)1) The microbiological oxidation of 3beta-hydroxyandrost-5-en-17-one (I) gives 1alpha,3beta-dihydroxyandrost-5-en-17-one (II), which is silylated with tert-butyldimethylsilyl (TBS) chloride and imidazole to the bis(silyloxy) compound (III). The dehydrogenation of (III) by bromination with N-bromosuccinimide (NBS) and dehydrobromination with 2,4,6-trimethylpyridine (TMPyr) yields 1alpha,3beta-bis(tert-butyldimethylsilyloxy)androsta-5,7-dien-17-one (IV). The Wittig condensation of (IV) with ethyltriphenylphosphonium bromide (V) by means of NaH in DMS gives the corresponding ethylidene derivative (VI), which is treated first with 9-borabicyclo[3.3.1]nonane (9-BBN) and then with H2O2 and NaOH in THF yielding a mixture of the 20(S)- and 20(R)-isomers of 1alpha,3beta-bis(tert-butyldimethylsilyloxy)pregna-5,7-dien-20-ol that was separated by preparative TLC. The 20(S)-isomer (VII) was condensed with 1-bromo-3-butene (VIII) by means of NaH in refluxing xylene affording 20(S)-(3-butenyloxy)-1alpha,3beta-bis(tert-butyldimethylsilyloxy)pregna-5,7-diene (IX), which is oxidized with O2 gas in DMF/water catalyzed by Cu2Cl2 and PdCl2 to give the corresponding 3-oxobutoxy derivative (X). The Grignard alkylation of (X) with methylmagnesium bromide in THF afforded the 20(S)-(3-hydroxy-3-methylbutoxy) derivative (XI), which was submitted to UV irradiation with a 200 W high-pressure mercury lamp in ethanol yielding the silylated 22-oxavitamin D3 derivative (XII). Finally, this compound is desilylated by a treatment with tetrabutylammonium fluoride (TBAF) in THF. 2) The addition of ethyl acrylate (XIII) to the previously reported pregna-5,7-dien-20(S)-ol (VII) by means of tetrabutylammonium hydroxide/NaOH in water/toluene gives the 2-(ethoxycarbonyl)ethoxy derivative (XIV), which by alkylation of the carbonyl function with methyllithium yields the 3-hydroxy-3-methylbutoxy derivative (XI), already obtained. 3) The addition of N,N-dimethylacrylamide (XV) to the previously reported pregna-5,7-dien-20(S)-ol (VII) by means of NaH gives the corresponding propionamide derivative (XVI), which by a Grignard alkylation with methylmagnesium bromide and CeCl3 is converted into the 3-hydroxy-3-methylbutoxy derivative (XI), already obtained.
| 【1】 Murayama, E.; Miyamoto, K.; Kubodera, N.; Mori, T.; Matsunaga, I.; Synthetic studies of vitamin D3 analogues. VIII. Synthesis of 22-oxavitamin D3 analogues. Chem Pharm Bull 1986, 34, 10, 4410-3. |
| 【2】 Kubodera, N.; Watanabe, H.; Kawanishi, T.; Matsumoto, M.; Synthetic studies of vitamin D analogues. XI. Synthesis and differentiation-inducing activity of 1alpha,25-dihydroxy-22-oxavitamin D3 analogues. Chem Pharm Bull 1992, 40, 6, 1494-9. |
| 【3】 Leeson, P.A.; Martel, A.M.; Castaner, J.; 22-Oxacalcitriol. Drugs Fut 1996, 21, 12, 1229. |
| 【4】 Kubodera, N.; Miyamoto, K.; Ochi, K.; Matsunaga, I.; Murayama, E. (Chugai Pharmaceutical Co. Ltd.); Novel vitamin D derivs. and process for producing the same. EP 0184112; JP 1986267548; JP 1986267550 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 11713 | Dehydroepiandrosterone;prasterone；(3S,8R,9S,10R,13S,14S)-3-Hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,16-tetradecahydro-17H-cyclopenta[a]phenanthren-17-one | 53-43-0 | C19H28O2 | 详情 | 详情 |
| (II) | 11714 | (1S,3R,8R,9S,10R,13S,14S)-1,3-Dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,16-tetradecahydro-17H-cyclopenta[a]phenanthren-17-one | C19H28O3 | 详情 | 详情 | |
| (III) | 11715 | (1S,8R,9S,10R,13S,14S)-1,3-Bis[[tert-butyl(dimethyl)silyl]oxy]-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,16-tetradecahydro-17H-cyclopenta[a]phenanthren-17-one | C31H56O3Si2 | 详情 | 详情 | |
| (IV) | 11716 | (1S,3R,9S,10R,13S,14S)-1,3-Bis[[tert-butyl(dimethyl)silyl]oxy]-10,13-dimethyl-1,2,3,4,9,10,11,12,13,14,15,16-dodecahydro-17H-cyclopenta[a]phenanthren-17-one | C31H54O3Si2 | 详情 | 详情 | |
| (V) | 11717 | Ethyl(triphenyl)phosphonium bromide; (Ethyl)triphenylphosphonium bromide | 1530-32-1 | C20H20BrP | 详情 | 详情 |
| (VI) | 11718 | tert-Butyl(dimethyl)silyl (1S,3R,9S,10R,13S,14S)-1-[[tert-butyl(dimethyl)silyl]oxy]-17-[(E)ethylidene]-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl ether; tert-Butyl([(1S,3R,9S,10R,13S,14S)-3-[[tert-butyl(dimethyl)silyl]oxy]-17-[(E)ethylidene]-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy)dimethylsilane | C33H58O2Si2 | 详情 | 详情 | |
| (VII) | 11719 | (1S)-1-((1S,3R,9S,10R,13S,14S,17S)-1,3-Bis[[tert-butyl(dimethyl)silyl]oxy]-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-1-ethanol | C33H60O3Si2 | 详情 | 详情 | |
| (VIII) | 11720 | 4-Bromo-1-butene | 5162-44-7 | C4H7Br | 详情 | 详情 |
| (IX) | 11721 | (1S)-1-((1S,3R,9S,10R,13S,14S,17S)-1,3-Bis[[tert-butyl(dimethyl)silyl]oxy]-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl 3-butenyl ether; [((1S,3R,9S,10R,13S,14S,17S)-17-[(1S)-1-(3-Butenyloxy)ethyl]-3-[[tert-butyl(dimethyl)silyl]oxy]-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl)oxy](tert-butyl)dimethylsilane | C37H66O3Si2 | 详情 | 详情 | |
| (X) | 11722 | 4-[[(1S)-1-((1S,3R,9S,10R,13S,14S,17S)-1,3-Bis[[tert-butyl(dimethyl)silyl]oxy]-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl]oxy]-2-butanone | C37H66O4Si2 | 详情 | 详情 | |
| (XI) | 11723 | 4-[[(1S)-1-((1S,3R,9S,10R,13S,14S,17S)-1,3-Bis[[tert-butyl(dimethyl)silyl]oxy]-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl]oxy]-2-methyl-2-butanol | C38H70O4Si2 | 详情 | 详情 | |
| (XII) | 11724 | 4-[((1S)-1-[(1S,3aS,7aS)-4-[(E)-2-((3S,5R)-3,5-Bis[[tert-butyl(dimethyl)silyl]oxy]-2-methylenecyclohexylidene)ethylidene]-7a-methyloctahydro-1H-inden-1-yl]ethyl)oxy]-2-methyl-2-butanol | C38H70O4Si2 | 详情 | 详情 | |
| (XIII) | 10164 | ethyl acrylate | 140-88-5 | C5H8O2 | 详情 | 详情 |
| (XIV) | 11726 | ethyl 3-[[(1S)-1-((1S,3R,9S,10R,13S,14S,17S)-1,3-bis[[tert-butyl(dimethyl)silyl]oxy]-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl]oxy]propanoate | C38H68O5Si2 | 详情 | 详情 | |
| (XV) | 11727 | N,N-Dimethylacrylamide; N,N-Dimethyl-2-propenamide | 2680-03-7 | C5H9NO | 详情 | 详情 |
| (XVI) | 11728 | 3-[[(1S)-1-((1S,3R,9S,10R,13S,14S,17S)-1,3-bis[[tert-butyl(dimethyl)silyl]oxy]-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl]oxy]-N,N-dimethylpropanamide | C38H69NO4Si2 | 详情 | 详情 |
合成路线3
该中间体在本合成路线中的序号：(XV)4) The Wittig condensation of the previously reported 1alpha,3beta-bis(tert-butyldimethylsilyloxy)androst-5-en-17-one (III) with ethyltriphenylphosphonium bromide and potassium tert-butoxide gives the corresponding 17-ethylidene derivative (XVII), which is treated first with 9-borabicyclo[3.3.1]nonane (9-BBN) and then with H2O2 and NaOH in THF yielding a mixture of the 20(S)- and 20(R)-isomers of the 1alpha,3beta-bis(tert-butyldimethylsilyloxy)pregn-5-en-20-ol that was separated by preparative TLC. The 20(S)-isomer (XVIII) was condensed with N,N-dimethylacrylamide (XV) by means of NaH affording the propionamide derivative (XIX), which by a Grignard condensation with methylmagnesium bromide catalyzed by CeCl3 is converted into 1alpha,3beta-bis(tert-butyldimethylsilyloxy)-20(S)-(3-hydroxy-3-methylbutoxy)pregn-5-ene (XX). Finally, this compound is dehydrogenated as before by bromination with N-bromosuccinimide (NBS) and dehydrobromination with 2,4,6-trimethylpyridine (TMPyr) to afford the 3-hydroxy-3-methylbutoxy derivative (XI), already obtained.
| 【1】 Kubodera, N.; Active vitamin D analogs. Important and various roles by medicinal chemists during the course of development of promising candidates as useful medicines. Jpn J Org Chem 1996, 54, 2, 139-45. |
| 【2】 Leeson, P.A.; Martel, A.M.; Castaner, J.; 22-Oxacalcitriol. Drugs Fut 1996, 21, 12, 1229. |
| 【3】 Kato, M.; Mikami, T.; Ochi, K.; Watanabe, H.; Kubodera, N. (Chugai Pharmaceutical Co. Ltd.); 22-Oxacalciferol deriv. and production thereof. WO 9312083 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (III) | 11715 | (1S,8R,9S,10R,13S,14S)-1,3-Bis[[tert-butyl(dimethyl)silyl]oxy]-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,16-tetradecahydro-17H-cyclopenta[a]phenanthren-17-one | C31H56O3Si2 | 详情 | 详情 | |
| (V) | 11717 | Ethyl(triphenyl)phosphonium bromide; (Ethyl)triphenylphosphonium bromide | 1530-32-1 | C20H20BrP | 详情 | 详情 |
| (XI) | 11723 | 4-[[(1S)-1-((1S,3R,9S,10R,13S,14S,17S)-1,3-Bis[[tert-butyl(dimethyl)silyl]oxy]-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl]oxy]-2-methyl-2-butanol | C38H70O4Si2 | 详情 | 详情 | |
| (XV) | 11727 | N,N-Dimethylacrylamide; N,N-Dimethyl-2-propenamide | 2680-03-7 | C5H9NO | 详情 | 详情 |
| (XVII) | 11729 | tert-Butyl([(1S,3R,8S,9S,10R,13S,14S)-3-[[tert-butyl(dimethyl)silyl]oxy]-17-[(E)ethylidene]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy)dimethylsilane; tert-Butyl(dimethyl)silyl (1S,3R,8S,9S,10R,13S,14S)-1-[[tert-butyl(dimethyl)silyl]oxy]-17-[(E)ethylidene]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ether | C33H60O2Si2 | 详情 | 详情 | |
| (XVIII) | 11730 | (1S)-1-((1S,3R,8S,9S,10R,13S,14S,17S)-1,3-Bis[[tert-butyl(dimethyl)silyl]oxy]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-1-ethanol | C33H62O3Si2 | 详情 | 详情 | |
| (XIX) | 11731 | 3-[[(1S)-1-((1S,3R,8S,9S,10R,13S,14S,17S)-1,3-Bis[[tert-butyl(dimethyl)silyl]oxy]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl]oxy]-N,N-dimethylpropanamide | C38H71NO4Si2 | 详情 | 详情 | |
| (XX) | 11732 | 4-[[(1S)-1-((1S,3R,8S,9S,10R,13S,14S,17S)-1,3-Bis[[tert-butyl(dimethyl)silyl]oxy]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl]oxy]-2-methyl-2-butanol | C38H72O4Si2 | 详情 | 详情 |
合成路线4
该中间体在本合成路线中的序号：(XV)The synthesis of 22-oxacalcitriol labeled with tritium at the 2beta-position has been performed as follows: The condensation of 3beta-(tert-butyldimethylsilyloxy)pregn-5-en-20(S)-ol (XXVI) with N,N-dimethylacrylamide (XV) by means of NaH in THF gives the propionamide derivative (XXVII), which is submitted to a Grignard alkylation with CH3MgBr and CeCl3 in ethyl ether yielding the 3-hydroxy-3-methylbutoxy derivative (XXVIII). The desilylation of (XXVIII) with tetrabutylammonium fluoride in THF affords the 3beta-hydroxy compound (XXIX), which is oxidized with cyclohexanone in refluxing toluene catalyzed by aluminum isopropoxide giving the enone compound (XXX). The dehydrogenation of (XXX) with dichlorodicyanobenzoquinone (DDQ) in refluxing dioxane yields the 1,4-dien-3-one compound (XXXI), which is isomerized by means of sodium ethoxide in DMSO to the 1,5-dien-3-one isomer (XXXII). The reduction of (XXXII) with NaBH4 in methanol affords the corresponding 3beta-hydroxy compound (XXXIII), which is selectively acetylated with acetic anhydride in pyridine to the 3beta-acetoxy compound (XXXIV). The dehydrogenation of (XXXIV) with N-bromosuccinimide (NBS) and tetrabutylammonium fluoride in refluxing CCl4 affords the 1,5,7-triene compound (XXXV), which is deacetylated with LiAlH4/NaOH in THF giving the corresponding 3beta-hydroxy compound (XXXVI). The protection of the conjugated diene system of (XXXVI) by a Diels-Alder cycloaddition with 4-phenyl-2,5-dihydro-1H-1,2,4-triazole-2,5-dione (XXXVII) in dichloromethane yields the adduct (XXXVIII), which is treated with trimethylsilyl chloride and imidazole in DMF (in order to protect the 3beta-hydroxy group) affording (XXXIX). The selective epoxidation of the 1-double bond of (XXXIX) with m-chloroperbenzoic acid (MCPBA) in dichloromethane gives the 1alpha,2alpha-epoxy derivative (XL), which is desilylated with TBAF in THF to the 1alpha,2alpha-epoxy-3beta-hydroxy adduct (XLI). The deprotection of the conjugated diene system of (XLI) by a retro Diels-Alder reaction (heating at 140 C in 1,3-dimethylimidazolidin-2-one) yields 1alpha,2alpha-epoxy-3beta-hydroxy-20(S)-(3-hydroxy-3-methylbutoxy) pregna-5,7-diene (XLII), which is submitted to a epoxy ring opening with tritiated NaB3H4 affording the 2beta-tritiated pregnadiene (XLIII). Finally, this compound is irradiated in ethanol with a 400 W high-pressure mercury lamp provided with a Vycor filter.
| 【1】 Watanabe, H.; Akiyama, M.; Kawanishi, T.; Kubodera, N.; Synthesis of tritiated 1alpha,25-dihydroxy-22-oxavitamin D3. J Label Compd Radiopharm 1995, 36, 7, 645-54. |
| 【2】 Leeson, P.A.; Martel, A.M.; Castaner, J.; 22-Oxacalcitriol. Drugs Fut 1996, 21, 12, 1229. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XV) | 11727 | N,N-Dimethylacrylamide; N,N-Dimethyl-2-propenamide | 2680-03-7 | C5H9NO | 详情 | 详情 |
| (XXVI) | 11738 | (1S)-1-((3S,8S,9S,10R,13S,14S,17S)-3-[[tert-Butyl(dimethyl)silyl]oxy]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-1-ethanol | C27H48O2Si | 详情 | 详情 | |
| (XXVII) | 11739 | 3-[[(1S)-1-((3S,8S,9S,10R,13S,14S,17S)-3-[[tert-Butyl(dimethyl)silyl]oxy]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl]oxy]-N,N-dimethylpropanamide | C32H57NO3Si | 详情 | 详情 | |
| (XXVIII) | 11740 | 4-[[(1S)-1-((3S,8S,9S,10R,13S,14S,17S)-3-[[tert-Butyl(dimethyl)silyl]oxy]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl]oxy]-2-methyl-2-butanol | C32H58O3Si | 详情 | 详情 | |
| (XXIX) | 11741 | (3S,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(3-Hydroxy-3-methylbutoxy)ethyl]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol | C26H44O3 | 详情 | 详情 | |
| (XXX) | 11742 | (8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(3-Hydroxy-3-methylbutoxy)ethyl]-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one | C26H42O3 | 详情 | 详情 | |
| (XXXI) | 11743 | (8S,9S,10S,13S,14S,17S)-17-[(1S)-1-(3-Hydroxy-3-methylbutoxy)ethyl]-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one | C26H40O3 | 详情 | 详情 | |
| (XXXII) | 11744 | (8S,9S,10S,13S,14S,17S)-17-[(1S)-1-(3-Hydroxy-3-methylbutoxy)ethyl]-10,13-dimethyl-4,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one | C26H40O3 | 详情 | 详情 | |
| (XXXIII) | 11745 | (3R,8S,9S,10S,13S,14S,17S)-17-[(1S)-1-(3-Hydroxy-3-methylbutoxy)ethyl]-10,13-dimethyl-4,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-ol | C26H42O3 | 详情 | 详情 | |
| (XXXIV) | 11746 | (3R,8S,9S,10S,13S,14S,17S)-17-[(1S)-1-(3-hydroxy-3-methylbutoxy)ethyl]-10,13-dimethyl-4,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-yl acetate | C28H44O4 | 详情 | 详情 | |
| (XXXV) | 11747 | (3R,9S,10R,13S,14S,17S)-17-[(1S)-1-(3-hydroxy-3-methylbutoxy)ethyl]-10,13-dimethyl-4,9,10,11,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-3-yl acetate | C28H42O4 | 详情 | 详情 | |
| (XXXVI) | 11748 | (3R,9S,10R,13S,14S,17S)-17-[(1S)-1-(3-Hydroxy-3-methylbutoxy)ethyl]-10,13-dimethyl-4,9,10,11,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-3-ol | C26H40O3 | 详情 | 详情 | |
| (XXXVII) | 11749 | 4-Phenyl-3H-1,2,4-triazole-3,5(4H)-dione; 4-Phenyl-1,2,4-triazoline-3,5-dione | 4233-33-4 | C8H5N3O2 | 详情 | 详情 |
| (XXXVIII) | 11750 | (1S,2R,5S,6S,9R,10R,13R,15S)-13-Hydroxy-5-[(1S)-1-(3-hydroxy-3-methylbutoxy)ethyl]-6,10-dimethyl-18-phenyl-16,18,20-triazahexacyclo[13.5.2.0(1,9).0(2,6).0(10,15).0(16,20)]docosa-11,21-diene-17,19-dione | C34H45N3O5 | 详情 | 详情 | |
| (XXXIX) | 11751 | (1S,2R,5S,6S,9R,10R,13R,15S)-13-[[tert-Butyl(dimethyl)silyl]oxy]-5-[(1S)-1-(3-hydroxy-3-methylbutoxy)ethyl]-6,10-dimethyl-18-phenyl-16,18,20-triazahexacyclo[13.5.2.0(1,9).0(2,6).0(10,15).0(16,20)]docosa-11,21-diene-17,19-dione | C40H59N3O5Si | 详情 | 详情 | |
| (XL) | 11752 | (1S,2R,5S,6S,9R,10R,11R,13R,14R,16S)-14-[[tert-Butyl(dimethyl)silyl]oxy]-5-[(1S)-1-(3-hydroxy-3-methylbutoxy)ethyl]-6,10-dimethyl-19-phenyl-12-oxa-17,19,21-triazaheptacyclo[14.5.2.0(1,9).0(2,6).0(10,16).0(11,13).0(17,21)]tricos-22-ene-18,20-dione | C40H59N3O6Si | 详情 | 详情 | |
| (XLI) | 11753 | (1S,2R,5S,6S,9R,10R,11R,13S,14R,16S)-14-Hydroxy-5-[(1S)-1-(3-hydroxy-3-methylbutoxy)ethyl]-6,10-dimethyl-19-phenyl-12-oxa-17,19,21-triazaheptacyclo[14.5.2.0(1,9).0(2,6).0(10,16).0(11,13).0(17,21)]tricos-22-ene-18,20-dione | C34H45N3O6 | 详情 | 详情 | |
| (XLII) | 11754 | (2R,2aS,3aR,3bR,3cS,5aS,6S,8aS)-6-[(1S)-1-(3-Hydroxy-3-methylbutoxy)ethyl]-3b,5a-dimethyl-2,2a,3a,3b,3c,4,5,5a,6,7,8,8a-dodecahydro-1H-cyclopenta[7,8]phenanthro[3,4-b]oxiren-2-ol | C26H40O4 | 详情 | 详情 | |
| (XLIII) | 11755 | (1S,3R,9S,10R,13S,14S,17S)-17-[(1S)-1-(3-Hydroxy-3-methylbutoxy)ethyl]-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-1,3-diol | C26H42O4 | 详情 | 详情 | |
| (XLIII) | 45071 | (1S,3R,9S,10R,13S,14S,17S)-17-[(1S)-1-(3-hydroxy-3-methylbutoxy)ethyl]-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-1,3-diol | C26H42O4 | 详情 | 详情 |