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

HRID 732356ノート

反応式

HRID 732356 の反応式
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]

参加物

4

反応物 3

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

生成物 1

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

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-e17db6fa8dcd4a458cdff2d55940ae00
出典データセット
uspto-grants-2009_09
特許番号
US07585885B2

反応ノート

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