(2S)-2-amino-5-[((1R)-1-[(benzylsulfanyl)methyl]-2-[[(R)-carboxy(phenyl)methyl]amino]-2-oxoethyl)amino]-5-oxopentanoic acid -Drug Synthesis Database

【结构式】

【分子编号】46426

【品名】(2S)-2-amino-5-[((1R)-1-[(benzylsulfanyl)methyl]-2-[[(R)-carboxy(phenyl)methyl]amino]-2-oxoethyl)amino]-5-oxopentanoic acid

【CA登记号】

【分子式】C₂₃H₂₇N₃O₆S

【分子量】473.55

【元素组成】C 58.34% H 5.75% N 8.87% O 20.27% S 6.77%

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：(V)

The known gamma-glutamyl-(S-benzylcysteinyl)-(R)-(-)-phenylglycine (V) was debenzylated to the corresponding thiol (VI) by means of sodium in liquid ammonia. Subsequent S-alkylation of (VI) with bromide (III) produced thioether (VII), which was finally oxidized to the title sulfone employing peracetic acid.

参考文献中间体

合成目标

【1】 Lyttle, M.H.; et al.; Glutathione-S-transferase activates novel alkylating agents. J Med Chem 1994, 37, 10, 1501.
【2】 Kauvar, L.; Lyttle, M.H.; Satyam, A. (Telik, Inc.); Glutathione S-transferase-activated cpds.. WO 9509866 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(IV)	46425		C₁₀H₂₀BrCl₄N₂O₂P	详情	详情
(V)	46426	(2S)-2-amino-5-[((1R)-1-[(benzylsulfanyl)methyl]-2-[[(R)-carboxy(phenyl)methyl]amino]-2-oxoethyl)amino]-5-oxopentanoic acid	C₂₃H₂₇N₃O₆S	详情	详情
(VI)	46427	(2S)-2-amino-5-[[(1R)-2-[[(R)-carboxy(phenyl)methyl]amino]-2-oxo-1-(sulfanylmethyl)ethyl]amino]-5-oxopentanoic acid	C₁₆H₂₁N₃O₆S	详情	详情
(VII)	46428	(10R,15S)-15-amino-4-[bis(2-chloroethyl)amino]-10-([[(R)-carboxy(phenyl)methyl]amino]carbonyl)-1-chloro-3-(2-chloroethyl)-4,12-dioxo-5-oxa-8-thia-3,11-diaza-4lambda(5)-phosphahexadecan-16-oic acid	C₂₆H₄₀Cl₄N₅O₈PS	详情	详情

Extended Information