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 379227ノート

反応式

HRID 379227 の反応式
[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]

参加物

3

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 86584229Acetic acid ethanol water溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-1b0678e885324d0496540863476a460d
出典データセット
uspto-grants-2001_10
特許番号
US06297249B1

反応ノート

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