Water → (2S,4R)-N-methanesulfonyl-4-hydroxy-2-hydroxymethylpyrrolidine

HRID 1638404노트

반응식

HRID 1638404 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].C([O:9][C:10](=O)[C@@H:11]1[CH2:15][C@@H:14]([OH:16])[CH2:13][N:12]1[S:17]([CH3:20])(=[O:19])=[O:18])C.O>O1CCCC1>[CH3:20][S:17]([N:12]1[CH2:13][C@H:14]([OH:16])[CH2:15][C@H:11]1[CH2:10][OH:9])(=[O:19])=[O:18]

참가 물질

5

반응물 3

HCID 962WaterHCID 13665129(2S,4R)-N-methanesulfonyl-4-hydroxyproline ethyl esterHCID 21226445Aluminium lithium hydride

생성물 1

HCID 13665131(2S,4R)-N-methanesulfonyl-4-hydroxy-2-hydroxymethylpyrrolidine수율 87%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To 360 ml of tetrahydrofuran was added 3.98 g (0.105 mol) of lithium aluminum hydride, and the mixture was stirred. To this mixture was slowly added dropwise a solution of 16.6 g (0.07 mol) of (2S,4R)-N-methanesulfonyl-4-hydroxyproline ethyl ester [III] in 200 ml of tetrahydrofuran under agitation and ice-cooling. After stirring the suspension at 0° C. for 3 hours and then at room temperature for 3 hours, 14 ml of water was added dropwise in small portions to the suspension under ice-cooling, and thereafter the mixture was stirred for 30 minutes. Any insoluble matter was removed by filtration and the filtrate was concentrated until dryness under reduced pressure whereby 11.9 g (yield: 87%) of an oily substance was obtained.

후처리

  1. temperaturecooling
  2. stirringAfter stirring the suspension at 0° C. for 3 hours
  3. temperaturecooling
  4. stirringthe mixture was stirred for 30 minutes
  5. customAny insoluble matter was removed by filtration
  6. concentrationthe filtrate was concentrated until dryness under reduced pressure whereby 11.9 g (yield: 87%) of an oily substance
  7. customwas obtained

출처 및 근거

ORD 기록
ord-65a39665da7e44d1b0825f935b44ec28
출처 데이터셋
uspto-grants-1989_11
특허 번호
US04879389

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