Ethyl 2-cyano-3-phenylpropanoate → Ethyl 3-amino-2-benzylpropanoate

HRID 727485

反応式

HRID 727485 の反応式
[CH2:1]([CH:8]([C:14]#[N:15])[C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CCO.[Ni]>[NH2:15][CH2:14][CH:8]([CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:9]([O:11][CH2:12][CH3:13])=[O:10]

参加物

4

反応物 1

HCID 228103Ethyl 2-cyano-3-phenylpropanoate

生成物 1

HCID 19611763Ethyl 3-amino-2-benzylpropanoate

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 702Ethanol溶媒

実験手順

The resulting ethyl benzylcyanoacetate was dissolved in 200 ml of EtOH and hydrogenated over Raney nickel. After removal of the catalyst by filtration with suction and concentration, 8.2 . . . of oil were obtained, and chromatography over silica gel (EA to EA/MeOH 5/1) gave 5.5 g of ethyl 3-amino-2-benzylpropionate. This compound was reacted with Boc2O to give ethyl 2-benzyl-3-(tert.-butoxycarbonylamino)-propionate, which was hydrolyzed, and the product was coupled with H-Val-OMe by the PPA method. The resulting diastereomers were resolved by chromatography (toluene/diisopropyl ether 1/1).

後処理

  1. customAfter removal of the catalyst
  2. filtrationby filtration
  3. concentrationwith suction and concentration, 8.2
  4. customof oil were obtained

出典と根拠

ORDレコード
ord-90bd783a37ef46e9a04450fc5a2839c3
出典データセット
uspto-grants-1998_01
特許番号
US05712417

関連ノート

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