Water → (2S,5R)-2-(4-fluorophenyl)-5-hydroxymethyl-pyrrolidine-1-carboxylic acid t-butyl ester

HRID 1677068노트

반응식

HRID 1677068 반응식
O1CCCC1.CC[O:8][C:9]([C@H:11]1[CH2:15][CH2:14][C@@H:13]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)[N:12]1[C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])=O.O>C(OCC)(=O)C>[C:26]([O:25][C:23]([N:12]1[C@@H:11]([CH2:9][OH:8])[CH2:15][CH2:14][C@H:13]1[C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=1)=[O:24])([CH3:29])([CH3:27])[CH3:28]

참가 물질

5

반응물 3

HCID 962WaterHCID 8028TetrahydrofuranHCID 67374625HCID 67374625, 화합물

생성물 1

HCID 67374167(2S,5R)-2-(4-fluorophenyl)-5-hydroxymethyl-pyrrolidine-1-carboxylic acid t-butyl ester수율 100%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

Ice-cold lithium borohydride (256 mg) was added to a tetrahydrofuran (30 mL) solution of (2R,5S)-5-(4-fluorophenyl)pyrrolidine-1,2-dicarboxylic acid 1-t-butyl ester 2-ethyl ester (2.64 g) obtained in Example 4. Stirring was continued for 30 minutes at the same temperature and for 14 hours at room temperature. Water and ethyl acetate were added, and the organic layer was partitioned. The organic layer was washed with brine, and the resultant was dried over anhydrous magnesium sulfate. The solvent was removed under a vacuum, and the title compound (2.31 g) was obtained. The physical property values are as follows.

후처리

  1. customthe organic layer was partitioned
  2. washThe organic layer was washed with brine
  3. dry with materialthe resultant was dried over anhydrous magnesium sulfate
  4. customThe solvent was removed under a vacuum

출처 및 근거

ORD 기록
ord-9ee8e034607641f9b24bc7afc74ba66e
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08008293B2

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