3(S)-(Benzofuran-6-yl)-3-[benzyl-(1(R)-phenyl-ethyl)-amino]-propionic acid ethyl ester → 3(S)-Amino-3-(2,3-dihydro-benzofuran-6-yl)-propionic acid ethyl ester

HRID 379227노트

반응식

HRID 379227 반응식
[CH2:1]([O:3][C:4](=[O:32])[CH2:5][C@@H:6]([C:23]1[CH:31]=[CH:30][C:26]2[CH:27]=[CH:28][O:29][C:25]=2[CH:24]=1)[N:7](CC1C=CC=CC=1)[C@@H](C1C=CC=CC=1)C)[CH3:2]>CCO.O.CC(O)=O>[CH2:1]([O:3][C:4](=[O:32])[CH2:5][C@H:6]([NH2:7])[C:23]1[CH:31]=[CH:30][C:26]2[CH2:27][CH2:28][O:29][C:25]=2[CH:24]=1)[CH3:2]

참가 물질

3

반응물 1

HCID 154537673(S)-(Benzofuran-6-yl)-3-[benzyl-(1(R)-phenyl-ethyl)-amino]-propionic acid ethyl ester

생성물 1

HCID 108236463(S)-Amino-3-(2,3-dihydro-benzofuran-6-yl)-propionic acid ethyl ester

시약·촉매·용매 1

HCID 86584229Acetic acid ethanol water용매

실험 절차

A mixture of the dibenzylamine 6-5 (1.19 g, 2.78 mmol) in EtOH/H2O/AcOH (26 mL/3 mL/1.0 mL) was degassed with argon and treated with Pd(OH)2 (1.19 g). The mixture was placed under 1 atm of H2. After stirring for 18 h, the mixture was diluted with EtOAc, and filtered through celite. The filtrate was concentrated and the residue purified by flash chromatography (10% ethyl acetate/dichloromethane) to give the ester 6-6 as a white solid.

후처리

  1. customwas degassed with argon
  2. additiontreated with Pd(OH)2 (1.19 g)
  3. additionthe mixture was diluted with EtOAc
  4. filtrationfiltered through celite
  5. concentrationThe filtrate was concentrated
  6. customthe residue purified by flash chromatography (10% ethyl acetate/dichloromethane)

출처 및 근거

ORD 기록
ord-1b0678e885324d0496540863476a460d
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06297249B1

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