Trifluoroacetic acid → 2-(4-Methoxy-benzyl)-8-((3R,4S)-4-phenyl-pyrrolidin-3-ylmethyl)-2,8-diaza-spiro[4.5]decan-1-one

HRID 1182169ノート

反応式

HRID 1182169 の反応式
C(OC([N:8]1[CH2:12][C@H:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C@@H:10]([CH2:19][N:20]2[CH2:39][CH2:38][C:23]3([C:27](=[O:28])[N:26]([CH2:29][C:30]4[CH:35]=[CH:34][C:33]([O:36][CH3:37])=[CH:32][CH:31]=4)[CH2:25][CH2:24]3)[CH2:22][CH2:21]2)[CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O.[OH-].[Na+]>ClCCl>[CH3:37][O:36][C:33]1[CH:32]=[CH:31][C:30]([CH2:29][N:26]2[CH2:25][CH2:24][C:23]3([CH2:38][CH2:39][N:20]([CH2:19][C@@H:10]4[C@@H:11]([C:13]5[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=5)[CH2:12][NH:8][CH2:9]4)[CH2:21][CH2:22]3)[C:27]2=[O:28])=[CH:35][CH:34]=1

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 11284019(3S,4S)-3-[2-(4-Methoxy-benzyl)-1-oxo-2,8-diaza-spiro[4.5]dec-8-ylmethyl]-4-phenyl-pyrrolidine-1-carboxylic Acid Tert-Butyl Ester

生成物 1

HCID 114646642-(4-Methoxy-benzyl)-8-((3R,4S)-4-phenyl-pyrrolidin-3-ylmethyl)-2,8-diaza-spiro[4.5]decan-1-one収率 94%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To 5.81 g (10.9 mmol) of (3S,4S)-3-[2-(4-methoxy-benzyl)-1-oxo-2,8-diaza-spiro[4.5]dec-8-ylmethyl]-4-phenyl-pyrrolidine-1-carboxylic acid tert-butyl ester in dichloromethane (100 mL) was added trifluoroacetic acid (30 mL) and the solution was stirred for 1 h at room temperature. The reaction mixture was neutralized with 1N NaOH (40 mL) and extracted with dichloromethane. The organic layer was dried over sodium sulfate and concentrated to give Compound 111 as a white foam (4.42 g, 94%).

後処理

  1. extractionextracted with dichloromethane
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-af80b01275f04a63a494a4964aa43d29
出典データセット
uspto-grants-2007_10
特許番号
US07288548B2

反応ノート

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