Methanol → S-(4-Methylbenzyl)-L-Cysteine, Methyl Ester, Hydrochloride

HRID 257529노트

반응식

HRID 257529 반응식
S(Cl)([Cl:3])=O.C(OC([NH:12][C@H:13]([C:24]([OH:26])=[O:25])[CH2:14][S:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=1)=O)(C)(C)C.[CH3:27]O>>[ClH:3].[CH3:23][C:20]1[CH:19]=[CH:18][C:17]([CH2:16][S:15][CH2:14][C@@H:13]([C:24]([O:26][CH3:27])=[O:25])[NH2:12])=[CH:22][CH:21]=1

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 7010551N-alpha-t-Butyloxycarbonyl-S-(4-methyl-benzyl)-L-cysteine

생성물 1

HCID 14390657S-(4-Methylbenzyl)-L-Cysteine, Methyl Ester, Hydrochloride

실험 절차

At room temperature, add thionyl chloride (2.8 ml, 2.2 equiv.) dropwise to N-t-butyloxycarbonyl-S-(4-methylbenzyl)-L-cysteine (5.0 g) in methanol (500 ml) and heat the resulting mixture under reflux for 90 minutes. Cool the reaction mixture to room temperature and concentrate in vacuo to give the title compound, a white solid (4.31 g), m.p. 158°-160°, [α]D26 =-22.9° (MeOH).

후처리

  1. temperatureheat the resulting mixture
  2. temperatureunder reflux for 90 minutes
  3. concentrationconcentrate in vacuo

출처 및 근거

ORD 기록
ord-819f6675241444b2835bdf41dfb5db87
출처 데이터셋
uspto-grants-1993_11
특허 번호
US05262436

반응 노트

불러오는 중…