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Hydrochloric Acid → HCID 69969029, 화합물

HRID 1280732
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HRID 1280732 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:12][C:11](=[O:13])[CH:10]([S:14]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[CH:19][CH:18]=2)(=[O:16])=[O:15])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[BH4-].[Na+].Cl>CO>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH:11]([OH:13])[CH:10]([S:14]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[CH:19][CH:18]=2)(=[O:16])=[O:15])[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 69926974HCID 69926974, 화합물

생성물 1

HCID 69969029HCID 69969029, 화합물수율 92%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
0 °C

실험 절차

(RS)-3-(4-Benzyloxy-benzenesulfonyl)-4-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester (13.4 mg, 0.031 mmol) was dissolved in MeOH (0.5 ml), cooled to 0° C. and treated with NaBH4 (1.64 mg, 0.043 mmol). After 0.5 hour stirring at 0° C., the reaction mixture was acidified to pH 1 with 1N HCl. The aqueous phase was extracted with CH2Cl2. The combined organic phases were washed with H2O, dried over Na2SO4, filtered and the solvent was evaporated to provide (3RS,4SR)-3-(4-benzyloxy-benzenesulfonyl)-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (12.3 mg, 92%) as a white solid, MS: m/e=434.4 (M+H+).

후처리

  1. extractionThe aqueous phase was extracted with CH2Cl2
  2. washThe combined organic phases were washed with H2O
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-87f367d4b9db4ebcaaf5ec55e96c10c5
출처 데이터셋
uspto-grants-2002_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06451819B2

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