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

HRID 1424208노트

반응식

HRID 1424208 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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%).

후처리

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

출처 및 근거

ORD 기록
ord-0c43d5cde72245ed8f85af6c515c04db
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08927587B2

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