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【结 构 式】 
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【分子编号】18456 【品名】2-phenylacetaldehyde 【CA登记号】122-78-1 |
【 分 子 式 】C8H8O 【 分 子 量 】120.15092 【元素组成】C 79.97% H 6.71% O 13.32% |
合成路线1
该中间体在本合成路线中的序号：(IV)The reaction of N-(tert-butoxycarbonyl)-L-phenylalanine methyl ester (I) with trimethylphosphonate lithium salt (II) in THF gives the dimethyl L-phenylalanylmethylphosphonate (III), which is condensed with 2-phenylacetaldehyde (IV) by means of Na2CO3 in ethanol yielding the diphenylhexenone (V). The reduction of the carbonyl group of (V) with NaBH4 in methanol affords a diastereomeric mixture of alcohols (VI) and (VII) from which the desired major isomer (VII) is separated by column chromatography.. The epoxidation of the double bond of (VII) with MCPBA in dichloromethane gives the epoxide (VIII) (1), which is cleaved with Red-Al in THF providing the diol (IX). The reaction of (IX) with Ms-Cl and DIEA yields the intermediate dimesylate (X) which, without isolation, affords oxazolidinone (XI). The reaction of (XI) with sodium azide and 18-C-6 in DMSO gives the azide (XII), which is treated with NaH and Boc2O in THF in order to cleave the oxazolidine ring and furnish the protected aminoalcohol (XIII). Finally the azido group of (XIII) is hydrogenate with H2 over Pd/C in methanol to afford the monoprotected diaminoalcohol (XIV) the target compound.
| 【1】 Norbedo, S.; Benedetti, F.; Epoxyalcohol route to hydroxyethylene dipeptide isosteres: A new synthesis of the diaminoalcohol core of HIV-protease inhibitor ABT-538 (ritonavir). Chem Commun (London) 2001, 2, 203. |
| 【2】 Benedetti, F.; et al.; Versatile and stereoselective synthesis of diamino diol dipeptide isosteres, core units of pseudopeptide HIV protease inhibitors. J Org Chem 1997, 62, 26, 9348. |
| 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) | 21673 | methyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoate | C15H21NO4 | 详情 | 详情 | |
| (II) | 29720 | [(dimethoxyphosphoryl)methyl]lithium | C3H8LiO3P | 详情 | 详情 | |
| (III) | 47117 | dimethyl (3S)-3-[(tert-butoxycarbonyl)amino]-2-oxo-4-phenylbutylphosphonate | C17H26NO6P | 详情 | 详情 | |
| (IV) | 18456 | 2-phenylacetaldehyde | 122-78-1 | C8H8O | 详情 | 详情 |
| (V) | 47118 | tert-butyl (1S,3E)-1-benzyl-2-oxo-5-phenyl-3-pentenylcarbamate | C23H27NO3 | 详情 | 详情 | |
| (VI) | 47119 | tert-butyl (1S,2S,3E)-1-benzyl-2-hydroxy-5-phenyl-3-pentenylcarbamate | C23H29NO3 | 详情 | 详情 | |
| (VII) | 47120 | tert-butyl (1S,2R,3E)-1-benzyl-2-hydroxy-5-phenyl-3-pentenylcarbamate | C23H29NO3 | 详情 | 详情 | |
| (VIII) | 47121 | tert-butyl (1S,2S)-1-benzyl-2-[(2R,3S)-3-benzyloxiranyl]-2-hydroxyethylcarbamate | C23H29NO4 | 详情 | 详情 | |
| (IX) | 47122 | tert-butyl (1S,2R,4R)-1-benzyl-2,4-dihydroxy-5-phenylpentylcarbamate | C23H31NO4 | 详情 | 详情 | |
| (X) | 47123 | (1R,3R)-1-[(1S)-1-[(3,3-dimethylbutanoyl)amino]-2-phenylethyl]-3-[(methylsulfonyl)oxy]-4-phenylbutyl methanesulfonate | C26H37NO7S2 | 详情 | 详情 | |
| (XI) | 47124 | (1R)-1-benzyl-2-[(4S,5S)-4-benzyl-2-oxo-1,3-oxazolidin-5-yl]ethyl methanesulfonate | C20H23NO5S | 详情 | 详情 | |
| (XII) | 47125 | (4S,5S)-5-[(2S)-2-azido-3-phenylpropyl]-4-benzyl-1,3-oxazolidin-2-one | C19H20N4O2 | 详情 | 详情 | |
| (XIII) | 47126 | tert-butyl (1S,2S,4S)-4-azido-1-benzyl-2-hydroxy-5-phenylpentylcarbamate | C23H30N4O3 | 详情 | 详情 | |
| (XIV) | 47127 | tert-butyl (1S,2S,4S)-4-amino-1-benzyl-2-hydroxy-5-phenylpentylcarbamate | C23H32N2O3 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(III)The reaction of 3-bromopropanol (I) with thiourea in refluxing water gives 3-sulfanylpropanol (II), which is cyclized with 2-phenylacetaldehyde (III) by means of p-toluenesulfonic acid in refluxing toluene yielding 2-benzyl-1,3-oxathiane (IV). The reductive cleavage of (IV) with Ca in liquid ammonia affords 3-(2-phenylethoxy)propanethiol (V), which is condensed with bromoacetic acid by means of NaH in DMF providing 2-[3-(2-phenylethoxy)propylsulfanyl]acetic acid (VI). The oxidation of (VI) with potassium peroxymonosulfate (oxone) gives the corresponding sulfonylacetic acid (VII), which is condensed with benzothiazolone (VIII) by means of DCC, HOBT and triethylamine in DMF yielding the correponding amide (IX). Finally, this compound is reduced with borane/THF yielding the target compound.
| 【1】 Bonnert, R.V.; Brown, R.C.; Chapman, D.; Cheshire, D.R.; Dixon, J.; Ince, F.; Kinchin, E.C.; Lyons, A.J.; Davis, A.M.; Hallam, C.; Harper, S.T.; Unitt, J.F.; Dougall, I.G.; Jackson, D.M.; McKechnie, K.; Young, A.; Simpson, W.T.; Dual D2-receptor and beta2-adrenoceptor agonists for the treatment of airway diseases. 1. Discovery and biological evaluation of some 7-(2-aminoethyl)-4-hydroxybenzothiazol-2(3H)-one analogues. J Med Chem 1998, 41, 25, 4915. |
| 【2】 Bonnert, R.V.; Brown, R.C.; Cage, P.A.; et al.; Dual D2-receptor and beta2-adrenoceptor agonists for the treatment of airways diseases. 15th European Federation for Medicinal Chemistry International Symposium on Medicinal Chemistry (Sept 6 1998, Edinburgh) 1998, Abst P.275. |
| 【3】 Bonnert, R.V.; Brown, R.C.; Chapman, D.; et al.; Dual D2-receptor and beta2-adrenoceptor agonists for the treatment of airways diseases. 15th European Federation for Medicinal Chemistry International Symposium on Medicinal Chemistry (Sept 6 1998, Edinburgh) 1998, Abst P.276. |
| 【4】 Bonnert, R.V.; Brown, R.C.; Cheshire, D.R.; Ince, F. (AstraZeneca AB); 7-(2-Aminoethyl)-benzothiazolones. EP 0649418; JP 1996503923; US 5648370; WO 9324473 . |
| 【5】 Castañer, J.; Graul, A.; Viozan. Drugs Fut 2000, 25, 2, 165. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 10180 | Thiourea | 62-56-6 | CH4N2S | 详情 | 详情 | |
| 23660 | 2-Bromoacetic acid | 79-08-3 | C2H3BrO2 | 详情 | 详情 | |
| (I) | 12573 | 3-Bromo-1-propanol; 3-Bromopropanol | 627-18-9 | C3H7BrO | 详情 | 详情 |
| (II) | 25939 | 3-sulfanyl-1-propanol | 19721-22-3 | C3H8OS | 详情 | 详情 |
| (III) | 18456 | 2-phenylacetaldehyde | 122-78-1 | C8H8O | 详情 | 详情 |
| (IV) | 25940 | 2-benzyl-1,3-oxathiane | C11H14OS | 详情 | 详情 | |
| (V) | 25941 | 3-(phenethyloxy)propylhydrosulfide; 3-(phenethyloxy)-1-propanethiol | C11H16OS | 详情 | 详情 | |
| (VI) | 25942 | 2-[[3-(phenethyloxy)propyl]sulfanyl]acetic acid | C13H18O3S | 详情 | 详情 | |
| (VII) | 25943 | 2-[[3-(phenethyloxy)propyl]sulfonyl]acetic acid | C13H18O5S | 详情 | 详情 | |
| (VIII) | 25944 | 7-(2-aminoethyl)-4-hydroxy-1,3-benzothiazol-2(3H)-one | C9H10N2O2S | 详情 | 详情 | |
| (IX) | 25945 | N-[2-(4-hydroxy-2-oxo-2,3-dihydro-1,3-benzothiazol-7-yl)ethyl]-2-[[3-(phenethyloxy)propyl]sulfonyl]acetamide | C22H26N2O6S2 | 详情 | 详情 |
合成路线3
该中间体在本合成路线中的序号：(III)The reaction of 3-bromopropanol (I) with thiourea in refluxing water gives 3-sulfanylpropanol (II), which is cyclized with 2-phenylacetaldehyde (III) by means of p-toluenesulfonic acid in refluxing toluene yielding 2-benzyl-1,3-oxathiane (IV). The reductive cleavage of (IV) with Ca in liquid ammonia affords 3-(2-phenylethoxy)propanethiol (V), which is condensed with bromoacetic acid by means of NaH in DMF providing 2-[3-(2-phenylethoxy)propylsulfanyl]acetic acid (VI). The oxidation of (VI) with potassium peroxymonosulfate (oxone) gives the corresponding sulfonylacetic acid (VII).The condensation of sulfonylacetic acid (VII) with dimethoxybenzothiazole derivative (X) by means of DCC, HOBT and triethylamine in DMF gives the corresponding amide (XI), which is reduced with borane/THF yielding intermediate (XII). Finally, this compound is demethylated with concentrated HBr or HCl.
| 【1】 Bonnert, R.V.; Brown, R.C.; Cage, P.A.; et al.; Dual D2-receptor and beta2-adrenoceptor agonists for the treatment of airways diseases. 15th European Federation for Medicinal Chemistry International Symposium on Medicinal Chemistry (Sept 6 1998, Edinburgh) 1998, Abst P.275. |
| 【2】 Bonnert, R.V.; Brown, R.C.; Chapman, D.; et al.; Dual D2-receptor and beta2-adrenoceptor agonists for the treatment of airways diseases. 15th European Federation for Medicinal Chemistry International Symposium on Medicinal Chemistry (Sept 6 1998, Edinburgh) 1998, Abst P.276. |
| 【3】 Bonnert, R.V.; Brown, R.C.; Chapman, D.; Cheshire, D.R.; Dixon, J.; Ince, F.; Kinchin, E.C.; Lyons, A.J.; Davis, A.M.; Hallam, C.; Harper, S.T.; Unitt, J.F.; Dougall, I.G.; Jackson, D.M.; McKechnie, K.; Young, A.; Simpson, W.T.; Dual D2-receptor and beta2-adrenoceptor agonists for the treatment of airway diseases. 1. Discovery and biological evaluation of some 7-(2-aminoethyl)-4-hydroxybenzothiazol-2(3H)-one analogues. J Med Chem 1998, 41, 25, 4915. |
| 【4】 Bonnert, R.V.; Brown, R.C.; Cheshire, D.R.; Ince, F. (AstraZeneca AB); 7-(2-Aminoethyl)-benzothiazolones. EP 0649418; JP 1996503923; US 5648370; WO 9324473 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 10180 | Thiourea | 62-56-6 | CH4N2S | 详情 | 详情 | |
| 23660 | 2-Bromoacetic acid | 79-08-3 | C2H3BrO2 | 详情 | 详情 | |
| (I) | 12573 | 3-Bromo-1-propanol; 3-Bromopropanol | 627-18-9 | C3H7BrO | 详情 | 详情 |
| (II) | 25939 | 3-sulfanyl-1-propanol | 19721-22-3 | C3H8OS | 详情 | 详情 |
| (III) | 18456 | 2-phenylacetaldehyde | 122-78-1 | C8H8O | 详情 | 详情 |
| (IV) | 25940 | 2-benzyl-1,3-oxathiane | C11H14OS | 详情 | 详情 | |
| (V) | 25941 | 3-(phenethyloxy)propylhydrosulfide; 3-(phenethyloxy)-1-propanethiol | C11H16OS | 详情 | 详情 | |
| (VI) | 25942 | 2-[[3-(phenethyloxy)propyl]sulfanyl]acetic acid | C13H18O3S | 详情 | 详情 | |
| (VII) | 25943 | 2-[[3-(phenethyloxy)propyl]sulfonyl]acetic acid | C13H18O5S | 详情 | 详情 | |
| (X) | 25946 | 2-(2,4-dimethoxy-1,3-benzothiazol-7-yl)ethylamine; 2-(2,4-dimethoxy-1,3-benzothiazol-7-yl)-1-ethanamine | C11H14N2O2S | 详情 | 详情 | |
| (XI) | 25947 | N-[2-(2,4-dimethoxy-1,3-benzothiazol-7-yl)ethyl]-2-[[3-(phenethyloxy)propyl]sulfonyl]acetamide | C24H30N2O6S2 | 详情 | 详情 | |
| (XII) | 25948 | N-[2-(2,4-dimethoxy-1,3-benzothiazol-7-yl)ethyl]-N-(2-[[3-(phenethyloxy)propyl]sulfonyl]ethyl)amine; 2-(2,4-dimethoxy-1,3-benzothiazol-7-yl)-N-(2-[[3-(phenethyloxy)propyl]sulfonyl]ethyl)-1-ethanamine | C24H32N2O5S2 | 详情 | 详情 |
合成路线4
该中间体在本合成路线中的序号：(I)Addition of benzylmagnesium chloride to O-(trimethylsilyl)cyanohydrin (II) (obtained from phenylacetaldehyde (I) and Me3SiCN), led to benzylacyloin (III). Esterification with ethyl oxalyl chloride (IV) in the presence of Et3N afforded oxalate (V), which was cyclized with DBU in cold DMF to provide dihydrogrevillin (VI). This was methylated with ethereal diazomethane to give ether (VII), and then brominated in AcOH. Elimination of the resulting bromide (VIII) by treatment with DBU produced (IX), which was demethylated with BBr3 to afford grevillin (X). This compound was isomerized with NaOEt in EtOH to produce terphenyl quinone (XI). Finally, Perkin reaction with phenylacetic acid (XII), followed by treatment with HBr furnished the title compound.
| 【1】 Pattenden, G.; et al.; Synthesis of grevillins and their biogenetic interrelationship with terphenylquinones, xylerythrins and pulvinic acids. Tetrahedron Lett 1987, 28, 4, 4749. |
| 【2】 Pattenden, G.; et al.; Synthesis of grevillins, novel pyrandione pigments of fungi. Biogenetic ibnterrelationships between grevillins, pulvinic acids, terphenylquinones and xylerythrins. J Chem Soc - Perkins Trans I 1991, 2363. |
| 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) | 18456 | 2-phenylacetaldehyde | 122-78-1 | C8H8O | 详情 | 详情 |
| (II) | 18457 | 3-phenyl-2-[(trimethylsilyl)oxy]propanenitrile | C12H17NOSi | 详情 | 详情 | |
| (III) | 18458 | 3-hydroxy-1,4-diphenyl-2-butanone | C16H16O2 | 详情 | 详情 | |
| (IV) | 11043 | Ethyl 2-chloro-2-oxoacetate; Ethyl oxalyl chloride | 4755-77-5 | C4H5ClO3 | 详情 | 详情 |
| (V) | 18460 | 1-benzyl-2-oxo-3-phenylpropyl 2-ethoxy-2-oxoacetate | C20H20O5 | 详情 | 详情 | |
| (VI) | 18461 | 6-benzyl-3-hydroxy-4-phenyl-2H-pyran-2,5(6H)-dione | C18H14O4 | 详情 | 详情 | |
| (VII) | 18462 | 6-benzyl-3-methoxy-4-phenyl-2H-pyran-2,5(6H)-dione | C19H16O4 | 详情 | 详情 | |
| (VIII) | 18463 | 6-benzyl-6-bromo-3-methoxy-4-phenyl-2H-pyran-2,5(6H)-dione | C19H15BrO4 | 详情 | 详情 | |
| (IX) | 18464 | 3-methoxy-4-phenyl-6-[(Z)-benzylidene]-2H-pyran-2,5-dione | C19H14O4 | 详情 | 详情 | |
| (X) | 18465 | 3-hydroxy-4-phenyl-6-[(Z)-benzylidene]-2H-pyran-2,5-dione | C18H12O4 | 详情 | 详情 | |
| (XI) | 18466 | 2,5-dihydroxy-3,6-diphenylbenzo-1,4-quinone | 548-59-4 | C18H12O4 | 详情 | 详情 |
| (XII) | 16143 | 3-(4-iodobutyl)-1-[[(E)-benzylidene]amino]-1H-imidazole-2,4(3H,5H)-dione | C14H16IN3O2 | 详情 | 详情 |
合成路线5
该中间体在本合成路线中的序号：(XVIII)In an alternative synthesis, phenylacetaldehyde (XVIII) was condensed with pyrrolidine (XIX) to give enamine (XX). Nitrosation of malononitrile (XXI), followed by treatment with tosyl chloride, produced the O-tosyl oxime (XXII). This was condensed with enamine (XX), and to the intermediate adduct (XXIII) was added thiophenol producing the phenylthiopyrazine (XXIV). Subsequent oxidation of the sulfide group of (XXIV) to sulfone (XXV), followed by condensation with methyl thioglycolate, gave the desired thienopyrazine (XIII).
| 【1】 Meyer, M.D.; Altenbach, R.J.; Basha, F.; Carroll, W.A.; Drizin, I.; Kerwin, J.F.; Wendt, M.D.; Haight, A.R.; Zhang, W. (Abbott Laboratories Inc.); Benzopyranopyrrole and benzopyranopyridine alpha-1 adrenergic cpds.. EP 0942911; US 5891882; US 6046207; WO 9824791 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XIII) | 46503 | methyl 7-amino-2-phenylthieno[2,3-b]pyrazine-6-carboxylate | C14H11N3O2S | 详情 | 详情 | |
| (XVIII) | 18456 | 2-phenylacetaldehyde | 122-78-1 | C8H8O | 详情 | 详情 |
| (XIX) | 11376 | Pyrrolidine | 123-75-1 | C4H9N | 详情 | 详情 |
| (XX) | 46508 | 1-[(E)-2-phenylethenyl]pyrrolidine | C12H15N | 详情 | 详情 | |
| (XXI) | 12061 | Malononitrile | 109-77-3 | C3H2N2 | 详情 | 详情 |
| (XXII) | 46509 | 2-([[(4-methylphenyl)sulfonyl]oxy]imino)malononitrile | C10H7N3O3S | 详情 | 详情 | |
| (XXIII) | 46510 | 2-[[(E)-1-phenyl-2-(1-pyrrolidinyl)ethenyl]imino]malononitrile | C15H14N4 | 详情 | 详情 | |
| (XXIV) | 46511 | 6-phenyl-3-(phenylsulfanyl)-2-pyrazinecarbonitrile | C17H11N3S | 详情 | 详情 | |
| (XXV) | 46512 | 6-phenyl-3-(phenylsulfonyl)-2-pyrazinecarbonitrile | C17H11N3O2S | 详情 | 详情 |
合成路线6
该中间体在本合成路线中的序号：(X)Synthesis of intermediate (XIV): Protection of 4-piperidone (I) with (Boc)2O in presence of DMAP and Et3N yields (II), which is converted into hydantoin (III) by means of NaCN in presence of (NH4)2CO3. Hydantoin (III) is then fully protected to provide (IV) by treatment with (Boc)2O and DMAP in THF. Alternatively (IV) can be obtained by treatment of 4-piperidone (I) with KCN in presence of (NH4)2CO3 to yield hydantoin (V), which is then protected with (Boc)2O and DMAP in DME. Hydrolysis of (IV) with NaOH affords aminoacid (VI) whose free amine is protected to provide carboxylic acid (VII). Treatment of (VII) with isobutyl chloroformate (IBCF) in DME in presence of NMM, followed by aqueous ammonia, yields amide (VIII), which is converted to (IX) by hydrogenation with H2 over Pd/C. Reductive amination of (IX) with aldehyde (X) affords amino amide (XI), which is treated with triethyl orthoformate to provide spirocycle (XII). Reduction of (XII) with NaBH4 in EtOH gives (XIII), which is alkylated with ethyl bromoacetate (A) followed by hydrolysis with NaOH to yield intermediate (XIV).
| 【1】 Wysong, C.L.; et al.; 4-Aminopiperidine-4-carboxamylic acid: A cyclic alpha,alpha-disubstituted amino acid for preparation of water-soluble highly helical peptides. J Org Chem 1996, 61, 22, 7650-51. |
| 【2】 Amblard, M.; Subra, G.; Bedos, P.; et al.; A rational approach to the design and synthesis of a new bradykinin B1 receptor antagonist. J Med Chem 2000, 43, 12, 2387. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 16640 | Ethyl 2-bromoacetate; Ethyl bromoacetate | 105-36-2 | C4H7BrO2 | 详情 | 详情 |
| (I) | 18178 | 4,4-piperidinediol | 73390-11-1 | C5H11NO2 | 详情 | 详情 |
| (II) | 18620 | tert-butyl 4-oxo-1-piperidinecarboxylate;BOC-Piperidone;N-(tert-Butoxycarbonyl)-4-piperidone; N-Boc-4-piperidone | 79099-07-3 | C10H17NO3 | 详情 | 详情 |
| (III) | 41678 | tert-butyl 2,4-dioxo-1,3,8-triazaspiro[4.5]decane-8-carboxylate | C12H19N3O4 | 详情 | 详情 | |
| (IV) | 41679 | tri(tert-butyl) 2,4-dioxo-1,3,8-triazaspiro[4.5]decane-1,3,8-tricarboxylate | C22H35N3O8 | 详情 | 详情 | |
| (V) | 41680 | 1,3,8-triazaspiro[4.5]decane-2,4-dione | 13625-39-3 | C7H11N3O2 | 详情 | 详情 |
| (VI) | 41681 | 4-amino-1-(tert-butoxycarbonyl)-4-piperidinecarboxylic acid | 183673-71-4 | C11H20N2O4 | 详情 | 详情 |
| (VII) | 41682 | 1-(tert-butoxycarbonyl)-4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-4-piperidinecarboxylic acid | C26H30N2O6 | 详情 | 详情 | |
| (VIII) | 41683 | tert-butyl 4-(aminocarbonyl)-4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-1-piperidinecarboxylate | C26H31N3O5 | 详情 | 详情 | |
| (IX) | 41684 | tert-butyl 4-amino-4-(aminocarbonyl)-1-piperidinecarboxylate | C11H21N3O3 | 详情 | 详情 | |
| (X) | 18456 | 2-phenylacetaldehyde | 122-78-1 | C8H8O | 详情 | 详情 |
| (XI) | 41685 | tert-butyl 4-(aminocarbonyl)-4-(phenethylamino)-1-piperidinecarboxylate | C19H29N3O3 | 详情 | 详情 | |
| (XII) | 41686 | tert-butyl 4-oxo-1-phenethyl-1,3,8-triazaspiro[4.5]dec-2-ene-8-carboxylate | C20H27N3O3 | 详情 | 详情 | |
| (XIII) | 41687 | tert-butyl 4-oxo-1-phenethyl-1,3,8-triazaspiro[4.5]decane-8-carboxylate | C20H29N3O3 | 详情 | 详情 | |
| (XIV) | 41688 | 2-[8-(tert-butoxycarbonyl)-4-oxo-1-phenethyl-1,3,8-triazaspiro[4.5]dec-3-yl]acetic acid | C22H31N3O5 | 详情 | 详情 |