methyl (2S)-2-amino-3-(1-naphthyl)propanoate -Drug Synthesis Database

【结构式】

【分子编号】62062

【品名】methyl (2S)-2-amino-3-(1-naphthyl)propanoate

【CA登记号】

【分子式】C₁₄H₁₅NO₂

【分子量】229.27864

【元素组成】C 73.34% H 6.59% N 6.11% O 13.96%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(VII)

Coupling between N-Boc-D-(4-chlorophenyl)alanine succinimidyl ester (VI) and L-naphthylalanine methyl ester (VII) affords the protected dipeptide (VIII). The methyl ester group of (VIII) is hydrolyzed by means of LiOH to produce the carboxylic acid (IX), which is subsequently coupled to the di-Boc-protected noragmatine (V), yielding amide (X). Finally, acidic cleavage of the Boc protecting groups of (X) leads to the title compound

参考文献中间体

合成目标

【1】 Szelke, M.; Evans, D.M.; Jones, D.M. (Ferring AB); Kininogen inhibitors. WO 9507291 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(V)	26836	tert-butyl (Z)-[(3-aminopropyl)amino][(tert-butoxycarbonyl)amino]methylidenecarbamate	C₁₄H₂₈N₄O₄	详情	详情
(VI)	62061	tert-butyl (1R)-1-(4-chlorobenzyl)-2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-2-oxoethylcarbamate	C₁₈H₂₁ClN₂O₆	详情	详情
(VII)	62062	methyl (2S)-2-amino-3-(1-naphthyl)propanoate	C₁₄H₁₅NO₂	详情	详情
(VIII)	62063	methyl (2S)-2-{[(2R)-2-[(tert-butoxycarbonyl)amino]-3-(4-chlorophenyl)propanoyl]amino}-3-(1-naphthyl)propanoate	C₂₈H₃₁ClN₂O₅	详情	详情
(IX)	62064	(2S)-2-{[(2R)-2-[(tert-butoxycarbonyl)amino]-3-(4-chlorophenyl)propanoyl]amino}-3-(1-naphthyl)propanoic acid	C₂₇H₂₉ClN₂O₅	详情	详情
(X)	62065	tert-butyl (1R,4S,11Z)-11-[(tert-butoxycarbonyl)amino]-1-(4-chlorobenzyl)-15,15-dimethyl-4-(1-naphthylmethyl)-2,5,13-trioxo-14-oxa-3,6,10,12-tetraaza-11-hexadecen-1-ylcarbamate	C₄₁H₅₅ClN₆O₈	详情	详情

Extended Information