Ammonia → (8S)-8-hydroxyhexahydropyrrolo[1,2-a]pyrazine-1,4-dione

HRID 2245430노트

반응식

HRID 2245430 반응식
Cl[CH2:2][C:3]([N:5]1[CH2:13][CH2:12][C@H:11]([OH:14])[C@H:6]1[C:7](OC)=[O:8])=[O:4].[NH3:15]>CO>[OH:14][C@@H:11]1[CH:6]2[C:7](=[O:8])[NH:15][CH2:2][C:3](=[O:4])[N:5]2[CH2:13][CH2:12]1

참가 물질

4

반응물 2

HCID 222AmmoniaHCID 59215866methyl (3S)-1-(chloroacetyl)-3-hydroxy-L-prolinate

생성물 1

HCID 59215828(8S)-8-hydroxyhexahydropyrrolo[1,2-a]pyrazine-1,4-dione

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

A mixture of methyl (3S)-1-(chloroacetyl)-3-hydroxy-L-prolinate (D69, 1.48 g, 6.7 mmol) in 10 ml of MeOH and 60 ml of a saturated solution of NH3 in MeOH was stirred for 48 h at rt. The solvent was evaporated under reduced pressure, to afford a solid. Analysis indicated this to be the title compound as a pair of diastereoisomers. After a short chromatography column (CHCl3/MeOH 8/2 as eluent) the title compound was isolated as a foamy solid (1 g). Yield 88%. Reference: Khimiko-Farmatsevticheskii Zhurnal 1984, 18, 1445-8

후처리

  1. customThe solvent was evaporated under reduced pressure
  2. customto afford a solid

출처 및 근거

ORD 기록
ord-4c1e3f8623fc4294829c7bcae6a03d0b
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07683056B2

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