Methanol → (2R,4S)-methyl 4-hydroxypyrrolidine-2-carboxylate

HRID 732356

반응식

HRID 732356 반응식
S(Cl)(Cl)=O.[OH:5][C@@H:6]1[CH2:10][NH:9][C@@H:8]([C:11]([OH:13])=[O:12])[CH2:7]1.[CH3:14]O>>[CH3:14][O:12][C:11]([C@H:8]1[CH2:7][C@H:6]([OH:5])[CH2:10][NH:9]1)=[O:13]

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 440074(2R,4S)-4-hydroxypyrrolidine-2-carboxylic acid

생성물 1

HCID 7021430(2R,4S)-methyl 4-hydroxypyrrolidine-2-carboxylate수율 99%

실험 절차

Add thionyl chloride (5.8 mL, 79.4 mmol) to an ice-cold suspension of 4-(S)-hydroxypyrrolidine-2-(R)-carboxylic acid (4.97 g, 31.9 mmol) in methanol (70 mL). Stir 10 min, then warm to room temperature and stir 3.5 h. Concentrate, add methanol and concentrate again to give the title compound as a white solid (7.18 g, 99%).

후처리

  1. stirringstir 3.5 h
  2. concentrationConcentrate
  3. additionadd methanol
  4. concentrationconcentrate again

출처 및 근거

ORD 기록
ord-e17db6fa8dcd4a458cdff2d55940ae00
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585885B2

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