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

HRID 1677068ノート

反応式

HRID 1677068 の反応式
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]

参加物

5

反応物 3

HCID 962WaterHCID 8028TetrahydrofuranHCID 67374625HCID 67374625、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9ee8e034607641f9b24bc7afc74ba66e
出典データセット
uspto-grants-2011_08
特許番号
US08008293B2

反応ノート

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