Benzyl mercaptan → (R)-3-Benzylsulfanyl-2-hydroxy-propionic acid methyl ester

HRID 2249965

반응식

[CH3:1][O:2][C:3](=[O:7])[C@H:4]1[O:6][CH2:5]1.[CH2:8]([SH:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>>[CH3:1][O:2][C:3](=[O:7])[C@@H:4]([OH:6])[CH2:5][S:15][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

참가 물질

반응물 2

HCID 7509Benzyl mercaptan

HCID 10942355Methyl (2S)-2-oxiranecarboxylate

생성물 1

HCID 59639322(R)-3-Benzylsulfanyl-2-hydroxy-propionic acid methyl ester수율 92%

실험 절차

This reaction was performed as previously described by Deechongkit, S.; You, S.-L.; Kelly, J. W. Org. Lett. 2004, 6, 497, using (S)-Methylglycidate 110a and Benzyl mercaptan. (R)-3-Benzylsulfanyl-2-hydroxy-propionic acid methyl ester 110b (7.41 g, 31.41 mmol, 92%) was isolated as a viscous oil: MS calcd. for C11H14O3S (M+H+) 227.1. found 227.3.

출처 및 근거

ORD 기록: ord-6488fa0568054c73b3ba49af5256f658
출처 데이터셋: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07314872B2

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