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【结 构 式】 
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【分子编号】15685 【品名】1-iodoethyl isopropyl carbonate 【CA登记号】 |
【 分 子 式 】C6H11IO3 【 分 子 量 】258.05601 【元素组成】C 27.93% H 4.3% I 49.18% O 18.6% |
合成路线1
该中间体在本合成路线中的序号：(III)1) The methanolysis of 3-(acetoxymethyl)-7-[4-chloro-3-oxo-2(Z)-(methoxyimino)butyrylamidol-3-cephem-4-carboxylic acid (I) with methanol and NaHCO3 gives the corresponding 3-(methoxymethyl) derivative (II), which is esterified with 1-iodoethylisopropyl carbonate (III) by means of dicyclohexylamine in DMA to afford the corresponding ester (IV). Finally, this compound is cyclized with thiourea (V) and methyl iodide in a phosphate buffer.
| 【1】 Fujimoto, K.; Nakayama, E.; Nakao, H. (Sankyo Co., Ltd.); Process for preparing 3-alkoxymethylcephalosporin derivatives. DE 3244457 . |
| 【2】 Fujimoto, K.; Ishihara, S.; Yanagisawa, H.; Ide, J.; Nakayama, E.; Nakao, H.; Sugawara, S.; Iwata, M.; Studies on orally active cephalosporin esters. J Antibiot 1987, 40, 3, 370. |
| 【3】 Castaner, J.; Serradell, M.N.; Cefpodoxime Proxetil. Drugs Fut 1988, 13, 1, 16. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 27347 | N,N-dicyclohexylamine | 101-83-7 | C12H23N | 详情 | 详情 | |
| (I) | 21554 | (6R,7R)-3-[(acetoxy)methyl]-7-[[4-chloro-2-(methoxyimino)-3-oxobutanoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | C15H16ClN3O8S | 详情 | 详情 | |
| (II) | 21555 | (6R,7R)-7-[[4-chloro-2-(methoxyimino)-3-oxobutanoyl]amino]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | C14H16ClN3O7S | 详情 | 详情 | |
| (III) | 15685 | 1-iodoethyl isopropyl carbonate | C6H11IO3 | 详情 | 详情 | |
| (V) | 10180 | Thiourea | 62-56-6 | CH4N2S | 详情 | 详情 |
| (VI) | 21558 | (6R,7R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | C15H17N5O6S2 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(III)2) The free acid (II) can be cyclized with thiourea in a similar way as before to give 7-[2 (2-amino-thiazol-4-yl)-2-(Z)-(methoxyimino)acetamido]-3-(methoxymethyl)-3-cephem 4-carboxylic acid (VI), which is finally esterified with the iodoester (III) as before.
| 【1】 Fujimoto, K.; Nakayama, E.; Nakao, H. (Sankyo Co., Ltd.); Process for preparing 3-alkoxymethylcephalosporin derivatives. DE 3244457 . |
| 【2】 Castaner, J.; Serradell, M.N.; Cefpodoxime Proxetil. Drugs Fut 1988, 13, 1, 16. |
| 【3】 Fujimoto, K.; Ishihara, S.; Yanagisawa, H.; Ide, J.; Nakayama, E.; Nakao, H.; Sugawara, S.; Iwata, M.; Studies on orally active cephalosporin esters. J Antibiot 1987, 40, 3, 370. |
| 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) | 21554 | (6R,7R)-3-[(acetoxy)methyl]-7-[[4-chloro-2-(methoxyimino)-3-oxobutanoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | C15H16ClN3O8S | 详情 | 详情 | |
| (II) | 21555 | (6R,7R)-7-[[4-chloro-2-(methoxyimino)-3-oxobutanoyl]amino]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | C14H16ClN3O7S | 详情 | 详情 | |
| (III) | 15685 | 1-iodoethyl isopropyl carbonate | C6H11IO3 | 详情 | 详情 | |
| (IV) | 21559 | 1-[(isopropoxycarbonyl)oxy]ethyl (6R,7R)-7-[[4-chloro-2-(methoxyimino)-3-oxobutanoyl]amino]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C20H26ClN3O10S | 详情 | 详情 | |
| (V) | 10180 | Thiourea | 62-56-6 | CH4N2S | 详情 | 详情 |
合成路线3
该中间体在本合成路线中的序号：(III)3) The iodoester (III) is obtained as follows: The chlorination of ethyl chloroformate (VII) with SO2Cl2 and benzoyl peroxide gives 1-chloroethyl-chloroformate (VIII), which is esterified with o-propanol in pyridine to afford 1-chloroethyl isopropyl carbonate (IX). Finally, this compound is iodinated with NaI and 18-crown-6 in refluxing benzene.
| 【1】 Fujimoto, K.; Nakayama, E.; Nakao, H. (Sankyo Co., Ltd.); Process for preparing 3-alkoxymethylcephalosporin derivatives. DE 3244457 . |
| 【2】 Castaner, J.; Serradell, M.N.; Cefpodoxime Proxetil. Drugs Fut 1988, 13, 1, 16. |
| 【3】 Fujimoto, K.; Ishihara, S.; Yanagisawa, H.; Ide, J.; Nakayama, E.; Nakao, H.; Sugawara, S.; Iwata, M.; Studies on orally active cephalosporin esters. J Antibiot 1987, 40, 3, 370. |
合成路线4
该中间体在本合成路线中的序号：(XIV)1) The acylation of 7-aminocephalosporanic acid (I) with 2-thienylacetyl chloride (II) gives the acylated compound (III), which is treated with wheat bran enzyme to obtain 3-(hydroxymethyl)-7-(2-thienylacetamido)-3-cephem-4-carboxylic acid (IV). The esterification of (IV) with diphenyldiazomethane affords the corresponding diphenylmethyl ester (V), which is treated with carbonyldiimidazole (CDI) in THF to yield the imidazolecarbonyl ester (VI). The reaction of (VI) with dimethylamine in ethyl acetate/water gives the dimethylcarbamoyl derivative (VII) as a mixture of the 3- and 2-cephem derivatives, which is oxidized with m-chloroperbenzoic acid to the corresponding S-oxides and separated by column chromatography to give pure 3-cephem derivative (VIII). Elimination of the oxide group of (VIII) with PCl3 in DMF affords 3-(dimethylcarbamoyloxymethyl)-7-(2-thienylacetamido)-3-cephem-4-carboxylic acid diphenyl ester (IX), which is treated with PCl5 and pyridine to obtain compound (X) with a free amino group. The acylation of (X) with 2-[2-(tritylamino)thiazol-4-yl]-2(Z)-(trityloxyimino)acetic acid (XI) by means of dicyclohexylcarbodiimide (DCC) gives the fully protected cephem derivative (XII), which is deprotected with trifluoroacetic acid and anisole to yield 7-[2-(2-aminothiazol-4-yl)-2(Z)-(hydroxyimino)acetamido]-3-(N,N-dimethylcarbamoyloxymethyl)-3-cephem-4-carboxylic acid sodium salt (XIII). Finally, this compound is esterified with 1-(isopropoxycarbonyloxy)ethyl iodide (XIV) in DMF.
| 【1】 Fromtling, R.A.; Castaner, J.; E-1101. Drugs Fut 1995, 20, 8, 766. |
| 【2】 Negi, S.; et al.; Studies on orally active cephalosporins. I. Synthesis and structure-activity relationships of new 3-substituted carbamoyloxymethyl cephalosporins. J Antibiot 1994, 47, 12, 1507-25. |
| 【3】 Negi, S.; Yamanaka, M.; Katsu, K.; Sugiyama, I.; Komatu, Y.; Kamata, A.; Tsuruoka, A.; Machida, Y. (Eisai Co., Ltd.); 7-Acyl-3-(substd. carbamoyloxy)cephem cpds., use thereof and process for their preparation. EP 0484966; EP 0761671; JP 1992178392; JP 1992282388; JP 1993311173; JP 1993311174; JP 1994092969; JP 1998067784; US 5559225; US 5587473; US 5604217 . |
| 【4】 Negi, S.; Yamanaka, M.; Sugiyama, I.; et al.; E1101, a new oral cephalosporin: I. Synthesis and structure-activity relations of 3-substituted carbamoyloxymethyl cephems. 33rd Intersci Conf Antimicrob Agents Chemother (Oct 17-20, New Orleans) 1993, Abst 894. |
| 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) | 15672 | 7-Aminocephalosporanic acid; 3-[(acetoxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; 7-ACA | C10H12N2O5S | 详情 | 详情 | |
| (II) | 15673 | 2-(2-thienyl)acetyl chloride; 2-Thiopheneacetyl chloride | 39098-97-0 | C6H5ClOS | 详情 | 详情 |
| (III) | 15674 | 3-[(acetoxy)methyl]-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | 51098-29-4 | C16H16N2O6S2 | 详情 | 详情 |
| (IV) | 15675 | 3-(hydroxymethyl)-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | C14H14N2O5S2 | 详情 | 详情 | |
| (V) | 15676 | benzhydryl 3-(hydroxymethyl)-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C27H24N2O5S2 | 详情 | 详情 | |
| (VI) | 15677 | benzhydryl 3-[[(1H-imidazol-1-ylcarbonyl)oxy]methyl]-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C31H26N4O6S2 | 详情 | 详情 | |
| (VII) | 15678 | benzhydryl 3-([[(dimethylamino)carbonyl]oxy]methyl)-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C30H29N3O6S2 | 详情 | 详情 | |
| (VIII) | 15679 | benzhydryl 3-([[(dimethylamino)carbonyl]oxy]methyl)-5,8-dioxo-7-[[2-(2-thienyl)acetyl]amino]-5lambda(4)-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C30H29N3O7S2 | 详情 | 详情 | |
| (IX) | 15678 | benzhydryl 3-([[(dimethylamino)carbonyl]oxy]methyl)-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C30H29N3O6S2 | 详情 | 详情 | |
| (X) | 15681 | benzhydryl 7-amino-3-([[(dimethylamino)carbonyl]oxy]methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C24H25N3O5S | 详情 | 详情 | |
| (XI) | 15682 | 2-[2-(benzhydrylamino)-1,3-thiazol-4-yl]-2-[(benzhydryloxy)imino]acetic acid | C31H25N3O3S | 详情 | 详情 | |
| (XII) | 15683 | benzhydryl 7-([2-[2-(benzhydrylamino)-1,3-thiazol-4-yl]-2-[(benzhydryloxy)imino]acetyl]amino)-3-([[(dimethylamino)carbonyl]oxy]methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C55H48N6O7S2 | 详情 | 详情 | |
| (XIII) | 15684 | 7-[2-(2-Aminothiazol-4-yl)-3(Z)-(hydroxyimino)acetamido]-2-(N,N-dimethylcarbamoyloxy)-3-cephem-4-carboxylic acid sodium salt | C16H17N6NaO7S2 | 详情 | 详情 | |
| (XIV) | 15685 | 1-iodoethyl isopropyl carbonate | C6H11IO3 | 详情 | 详情 |
合成路线5
该中间体在本合成路线中的序号：(XIV)2) The condensation of 7-(formamido)-3-(hydroxymethyl)-3-cephem-4-carboxylic acid diphenylmethyl ester (XV) with trichloromethyl chloroformate and dimethylamine in THF gives the corresponding dimethylcarbamoyloxy derivative (XVI), which is hydrolyzed with trifluoroacetic acid and anisole to the corresponding acid (as Na salt) (XVII). The esterification of (XVII) with 1-(isopropoxycarbonyloxy)ethyl iodide (XIV) in DMF as before affords the corresponding ester (XVIII), which is deformylated with HCl in methanol/THF to the 7-amino derivative (XIX). The acylation of (XIX) with 4-bromo-3-oxobutyryl bromide (XX) (obtained from diketene (XXI) with Br2) by means of bis(trimethylsilyl)acetamide in dichloromethane affords the 7-(4-bromo-3-oxobutyramido)-derivative (XXII), which is treated with NaNO2 and acetic acid to obtain the hydroxyimino compound (XXIII). Finally, this compound is cyclized with thiourea in dimethylacetamide. 3) The 7-amino cephem derivative (XIX) can also be acylated with 4-chloro-3-oxobutyryl chloride (XXV) (obtained from diketene (XXI) with Cl2) to yield the 7-(4-chloro-3-oxobutyramido)-derivative (XXVI), which is treated with amyl nitrite and acetyl chloride to afford the hydroxyimino compound (XXVII). Finally, this compound is cyclized with thiourea as before.
| 【1】 Negi, S.; et al.; Studies on orally active cephalosporins. I. Synthesis and structure-activity relationships of new 3-substituted carbamoyloxymethyl cephalosporins. J Antibiot 1994, 47, 12, 1507-25. |
| 【2】 Fromtling, R.A.; Castaner, J.; E-1101. Drugs Fut 1995, 20, 8, 766. |
| 【3】 Negi, S.; Yamanaka, M.; Katsu, K.; Sugiyama, I.; Komatu, Y.; Kamata, A.; Tsuruoka, A.; Machida, Y. (Eisai Co., Ltd.); 7-Acyl-3-(substd. carbamoyloxy)cephem cpds., use thereof and process for their preparation. EP 0484966; EP 0761671; JP 1992178392; JP 1992282388; JP 1993311173; JP 1993311174; JP 1994092969; JP 1998067784; US 5559225; US 5587473; US 5604217 . |
| 【4】 Negi, S.; Yamanaka, M.; Sugiyama, I.; et al.; E1101, a new oral cephalosporin: I. Synthesis and structure-activity relations of 3-substituted carbamoyloxymethyl cephems. 33rd Intersci Conf Antimicrob Agents Chemother (Oct 17-20, New Orleans) 1993, Abst 894. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 19443 | N-methylmethanamine; N,N-dimethylamine | 124-40-3 | C2H7N | 详情 | 详情 | |
| 42918 | Chloroformic acid trichloromethyl ester; di-Phosgene; Chloroformic Acid, Trichloromethyl Ester; Trichloromethyl chloroformate; Diphosgene | 503-38-8 | C2Cl4O2 | 详情 | 详情 | |
| (XIV) | 15685 | 1-iodoethyl isopropyl carbonate | C6H11IO3 | 详情 | 详情 | |
| (XV) | 15686 | benzhydryl 7-(formylamino)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C22H20N2O5S | 详情 | 详情 | |
| (XVI) | 64676 | diphenylmethyl 3-({[(dimethylamino)carbonyl]oxy}methyl)-7-(formylamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C25H25N3O6S | 详情 | 详情 | |
| (XVII) | 15687 | 7-(Formamido)-3-(N,N-dimethylcarbamoyloxy)-3-cephem-4-carboxylic acid sodium salt | C12H14N3NaO6S | 详情 | 详情 | |
| (XVIII) | 15689 | 1-[(isopropoxycarbonyl)oxy]ethyl 3-([[(dimethylamino)carbonyl]oxy]methyl)-7-(formylamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C18H25N3O9S | 详情 | 详情 | |
| (XIX) | 15690 | 1-[(isopropoxycarbonyl)oxy]ethyl 7-amino-3-([[(dimethylamino)carbonyl]oxy]methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C17H25N3O8S | 详情 | 详情 | |
| (XX) | 15691 | 4-bromo-3-oxobutanoyl bromide | C4H4Br2O2 | 详情 | 详情 | |
| (XXI) | 11367 | 4-Methylene-2-oxetanone; Acetyl ketene | 674-82-8 | C4H4O2 | 详情 | 详情 |
| (XXII) | 15693 | 1-[(isopropoxycarbonyl)oxy]ethyl 7-[(4-bromo-3-oxobutanoyl)amino]-3-([[(dimethylamino)carbonyl]oxy]methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C21H28BrN3O10S | 详情 | 详情 | |
| (XXIII) | 64677 | 1-({[(1-methylethyl)oxy]carbonyl}oxy)ethyl 7-{[4-bromo-2-(hydroxyimino)-3-oxobutanoyl]amino}-3-({[(dimethylamino)carbonyl]oxy}methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C21H27BrN4O11S | 详情 | 详情 | |
| (XXIV) | 10180 | Thiourea | 62-56-6 | CH4N2S | 详情 | 详情 |
| (XXV) | 15696 | 4-chloro-3-oxobutanoyl chloride | C4H4Cl2O2 | 详情 | 详情 | |
| (XXVI) | 15697 | 1-[(isopropoxycarbonyl)oxy]ethyl 7-[(4-chloro-3-oxobutanoyl)amino]-3-([[(dimethylamino)carbonyl]oxy]methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C21H28ClN3O10S | 详情 | 详情 | |
| (XXVII) | 15698 | 1-[(isopropoxycarbonyl)oxy]ethyl 7-[[4-chloro-2-(hydroxyimino)-3-oxobutanoyl]amino]-3-([[(dimethylamino)carbonyl]oxy]methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C21H27ClN4O11S | 详情 | 详情 |
合成路线6
该中间体在本合成路线中的序号：(XII)Azetidinepropanoic acid derivative (I) was converted to the mixed anhydride with isobutyl chloroformate and then coupled with N,O-dimethylhydroxylamine to afford the N-methoxyamide (II). This was treated with 2-thiazolylmagnesium bromide (III) to give thiazolyl ketone (IV). Condensation of (IV) with allyl glyoxylate hydrate (V) produced adduct (VI). Further reaction of (VI) with SOCl2 and then with triphenylphosphine gave the corresponding phosphorane, which cyclized in boiling anisole to generate the carbapenem (VII). After N-methylation at the thiazole ring of (VII) with methyl triflate, the thiazolium salt (VIII) was reduced with NaBH4 and subsequently hydrolyzed to aldehyde (IX) in the presence of HgCl2. Addition of isopropylmagnesium bromide to (IX) at -78 C, followed by desilylation with tetra-butylammonium fluoride yielded diol (X). Then, palladium-catalyzed deprotection of the allyl ester of (X) in the presence of sodium 2-ethylhexanoate provided the sodium carboxylate salt (XI). Finally, reaction of (XI) with 1-iodoethyl isopropyl carbonate (XII) in cold DMF produced the target ester.
| 【1】 Pyun, D.K.; Lee, J.S.; Kim, J.H.; Lee, C.H.; KR-21012, a new carbapenem: I. Synthesis and structure-activity relationships of beta-methyl-2-(alpha-functionalized) carbapenems. 38th Intersci Conf Antimicrob Agents Chemother (Sept 24 1998, San Diego) 1998, Abst F-46. |
| 【2】 Lee, C.H.; Lee, D.H.; Kim, K.S.; Kim, J.H.; Kim, Y.S.; Jun, Y.S.; Lim, S.S.; Bae, E.M.; Kim, B.J. (Korea Research Institute of Chemical Technology); beta-Methylcarbapenem derivs., process for the preparation thereof and pharmaceutical compsn. comprising same. EP 1019405; JP 1999500750; US 5869477; WO 9720844 . |
| 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) | 30029 | (2R)-2-[(2S,3S)-3-((1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl)-4-oxoazetidinyl]propionic acid | C14H27NO4Si | 详情 | 详情 | |
| (II) | 30030 | (2R)-2-[(2S,3S)-3-((1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl)-4-oxoazetidinyl]-N-methoxy-N-methylpropanamide | C16H32N2O4Si | 详情 | 详情 | |
| (III) | 30031 | bromo(1,3-thiazol-2-yl)magnesium | C3H2BrMgNS | 详情 | 详情 | |
| (IV) | 30032 | (3S,4R)-3-((1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl)-4-[(1R)-1-methyl-2-oxo-2-(1,3-thiazol-2-yl)ethyl]-2-azetidinone | C17H28N2O3SSi | 详情 | 详情 | |
| (V) | 30033 | allyl 2,2-dihydroxyacetate | C5H8O4 | 详情 | 详情 | |
| (VI) | 30034 | allyl 2-[(2R,3S)-3-((1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl)-2-[(1R)-1-methyl-2-oxo-2-(1,3-thiazol-2-yl)ethyl]-4-oxoazetidinyl]-2-hydroxyacetate | C22H34N2O6SSi | 详情 | 详情 | |
| (VII) | 30035 | allyl (4S,5R,6S)-6-((1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl)-4-methyl-7-oxo-3-(1,3-thiazol-2-yl)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C22H32N2O4SSi | 详情 | 详情 | |
| (VIII) | 30036 | 2-[(4S,5R,6S)-2-[(allyloxy)carbonyl]-6-((1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]-3-methyl-1,3-thiazol-3-ium trifluoromethanesulfonate | C24H35F3N2O7S2Si | 详情 | 详情 | |
| (IX) | 30037 | allyl (4S,5R,6S)-6-((1R)-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl)-3-formyl-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C20H31NO5Si | 详情 | 详情 | |
| (X) | 30038 | allyl (4S,5R,6S)-6-[(1R)-1-hydroxyethyl]-3-[(1R)-1-hydroxy-2-methylpropyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C17H25NO5 | 详情 | 详情 | |
| (XI) | 30039 | sodium (4S,5R,6S)-6-[(1R)-1-hydroxyethyl]-3-[(1R)-1-hydroxy-2-methylpropyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C14H20NNaO5 | 详情 | 详情 | |
| (XII) | 15685 | 1-iodoethyl isopropyl carbonate | C6H11IO3 | 详情 | 详情 |