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Benzaldehyde → Methyl (4R)-2-phenyl-1,3-thiazolidine-4-carboxylate

HRID 1371294
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HRID 1371294 반응식
Cl.[CH3:2][O:3][C:4](=[O:9])[C@H:5]([CH2:7][SH:8])[NH2:6].[CH:10](=O)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(N(CC)CC)C>O1CCCC1>[C:11]1([CH:10]2[NH:6][C@H:5]([C:4]([O:3][CH3:2])=[O:9])[CH2:7][S:8]2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1
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참가 물질

5

반응물 3

HCID 240BenzaldehydeHCID 8471TriethylamineHCID 2733208L-Cysteine, methyl ester, hydrochloride

생성물 1

HCID 14790915Methyl (4R)-2-phenyl-1,3-thiazolidine-4-carboxylate수율 88%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a suspension of L-cysteine methyl ester hydrochloride (1.717 g, 10 mmol) in tetrahydrofuran (5.0 mL) at room temperature under nitrogen was added benzaldehyde (1.02 mL, 10 mmol) followed by triethylamine (4.2 mL, 30 mmol). After stirring at room temperature for 3.5 hrs, the resulting mixture was filtered through a pad of silica gel eluting with EtOAc. Evaporation of the filtrate gave the title compound (1.95 g, 88%) as a colorless oil. TLC(EtOAc-hexane; 1:5) Rf=0.22.

후처리

  1. filtrationthe resulting mixture was filtered through a pad of silica gel eluting with EtOAc
  2. customEvaporation of the filtrate

출처 및 근거

ORD 기록
ord-2194b992c06a4819a26c6ca96d373f8c
출처 데이터셋
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07157430B2

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