Hydrochloric Acid → (3R)-3-acetoxy-1-(tert-butoxycarbonyl)-L-proline

HRID 1424208ノート

反応式

HRID 1424208 の反応式
N1C=CC=CC=1.[C:7](OC(=O)C)(=[O:9])[CH3:8].[C:14]([N:21]1[CH2:28][CH2:27][C@@H:26]([OH:29])[C@H:22]1[C:23]([OH:25])=[O:24])([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15].Cl>O>[C:7]([O:29][C@@H:26]1[CH2:27][CH2:28][N:21]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[C@@H:22]1[C:23]([OH:25])=[O:24])(=[O:9])[CH3:8]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 7918Acetic AnhydrideHCID 11096439(2S,3R)-3-Hydroxypyrrolidine-2-carboxylic acid, N-BOC protected

生成物 1

HCID 86699073(3R)-3-acetoxy-1-(tert-butoxycarbonyl)-L-proline収率 78%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Pyridine (5 mL) and acetic anhydride (2 mL) were added to N-boc-cis-3-hydroxy-L-proline (400 mg, 1.73 mmol) and the reaction was stirred for 4 hours at room temperature. The reaction was diluted with water, acidified with 1N HCl and extracted with EtOAc. The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford the title compound (370 mg, 78%).

後処理

  1. extractionextracted with EtOAc
  2. dry with materialThe organic layer was dried over anhydrous Na2SO4
  3. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-0c43d5cde72245ed8f85af6c515c04db
出典データセット
uspto-grants-2015_01
特許番号
US08927587B2

反応ノート

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