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

HRID 2292163노트

반응식

HRID 2292163 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 (5.0g) 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 (4.31g), 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-67135b1bb12b4fd7b9d97e4479f71628
출처 데이터셋
uspto-grants-1989_01
특허 번호
US04801609

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