Methylamine tetrahydrofuran → 4-(Methyaminomethyl)phenyloxycarbonyl-glutamic acid di-tert-butyl ester

HRID 23916

反応式

HRID 23916 の反応式
[C:1]([O:5][C:6](=[O:29])[C@H:7]([CH2:18][CH:19]([CH:27]=O)[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[NH:8][C:9]([O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:10])([CH3:4])([CH3:3])[CH3:2].[CH3:30][NH2:31].C1COCC1>ClCCl>[C:1]([O:5][C:6](=[O:29])[C@H:7]([CH2:18][CH:19]([CH2:27][NH:31][CH3:30])[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[NH:8][C:9]([O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:10])([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 66615946Methylamine tetrahydrofuranHCID 87930423HCID 87930423、化合物

生成物 1

HCID 696448454-(Methyaminomethyl)phenyloxycarbonyl-glutamic acid di-tert-butyl ester収率 78%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A stirred solution of 40 (6.1 g, 14.9 mmol) in dichloromethane (50 mL) was treated with 2 N methylamine-THF solution (10 mL) at 0° C. overnight. After removal of solvents, the residual oil was dissolved in methanol (80 mL) and placed in an ice-bath. To the above solution was added sodium borohydride in small portions over 30 min. The reaction solution was kept at 0° C. for 1 hour, and solvent was then evaporated. The residue was worked up with brine and dichloromethane. After separation, the organic phase was dried over anhydrous MgSO4, rotary evaporated and dried in vacuum. The crude amine 41 (5.4 g, 78%) was obtained as a light yellow glassy solid.

後処理

  1. customAfter removal of solvents
  2. dissolutionthe residual oil was dissolved in methanol (80 mL)
  3. customplaced in an ice-bath
  4. additionTo the above solution was added sodium borohydride in small portions over 30 min
  5. customsolvent was then evaporated
  6. customAfter separation
  7. dry with materialthe organic phase was dried over anhydrous MgSO4
  8. customrotary evaporated
  9. customdried in vacuum

出典と根拠

ORDレコード
ord-581076baa3bd49d7840e6c654d9bdd43
出典データセット
uspto-grants-2005_02
特許番号
US06855695B2

関連ノート

読み込み中…