tert-butyl (E)-([(4S)-4-[(tert-butoxycarbonyl)amino]-5-oxopentyl]amino)[[(4-methoxy-2,3,6-trimethylphenyl)sulfonyl]amino]methylidenecarbamate -Drug Synthesis Database

【结构式】

【分子编号】36783

【品名】tert-butyl (E)-([(4S)-4-[(tert-butoxycarbonyl)amino]-5-oxopentyl]amino)[[(4-methoxy-2,3,6-trimethylphenyl)sulfonyl]amino]methylidenecarbamate

【CA登记号】

【分子式】C₂₆H₄₂N₄O₈S

【分子量】570.70764

【元素组成】C 54.72% H 7.42% N 9.82% O 22.43% S 5.62%

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：(I)

The precursor aminoalcohol (IV) was prepared as follows: Addition of the organolithium derivative of benzothiazole (II) to the protected argininal (I) gave alcohol (IIIa-b) as a diastereomeric mixture. Then, selective removal of the Boc groups of (IIIa-b) using TFA provided compound (IVa-b).

参考文献中间体

合成目标

【1】 Nakanishi, H.; Ogbu, C.O.; Shea, J.P.; Cao, B.; Kahn, M.; Boatman, P.D.; Kim, H.-O.; Eguchi, M.; Secondary structure peptide mimetics: Design, synthesis, and evaluation of beta-strand mimetic thrombin inhibitors. J Med Chem 1999, 42, 8, 1367.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(IIIa)	36785	tert-butyl (E)-([(4S,5S)-5-(1,3-benzothiazol-2-yl)-4-[(tert-butoxycarbonyl)amino]-5-hydroxypentyl]amino)[[(4-methoxy-2,3,6-trimethylphenyl)sulfonyl]amino]methylidenecarbamate		C₃₃H₄₇N₅O₈S₂	详情	详情
(IIIb)	36786	tert-butyl (E)-([(4S,5R)-5-(1,3-benzothiazol-2-yl)-4-[(tert-butoxycarbonyl)amino]-5-hydroxypentyl]amino)[[(4-methoxy-2,3,6-trimethylphenyl)sulfonyl]amino]methylidenecarbamate		C₃₃H₄₇N₅O₈S₂	详情	详情
(IVa)	36787	2-[(1S,2S)-2-amino-1-hydroxy-5-[(imino[[(4-methoxy-2,3,6-trimethylphenyl)sulfonyl]amino]methyl)amino]pentyl]-1,3-benzothiazole		C₂₃H₃₁N₅O₄S₂	详情	详情
(IVb)	36788	2-[(1R,2S)-2-amino-1-hydroxy-5-[(imino[[(4-methoxy-2,3,6-trimethylphenyl)sulfonyl]amino]methyl)amino]pentyl]-1,3-benzothiazole		C₂₃H₃₁N₅O₄S₂	详情	详情
(I)	36783	tert-butyl (E)-([(4S)-4-[(tert-butoxycarbonyl)amino]-5-oxopentyl]amino)[[(4-methoxy-2,3,6-trimethylphenyl)sulfonyl]amino]methylidenecarbamate		C₂₆H₄₂N₄O₈S	详情	详情
(II)	36784	1,3-benzothiazole	95-16-9	C₇H₅NS	详情	详情

Extended Information