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

HRID 727485

반응식

HRID 727485 반응식
[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]

참가 물질

4

반응물 1

HCID 228103Ethyl 2-cyano-3-phenylpropanoate

생성물 1

HCID 19611763Ethyl 3-amino-2-benzylpropanoate

시약·촉매·용매 2

HCID 935Nickel촉매HCID 702Ethanol용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-90bd783a37ef46e9a04450fc5a2839c3
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05712417

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