Water → D-2-Amino-5-phenyl-pentanoic acid

反応式

O[C@@H](C1C=CC=CC=1)[C@@H](N(C)[C:6](=[O:18])[C@H:7]([NH2:17])[CH2:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)C.[OH2:26]>>[NH2:17][C@H:7]([CH2:8][CH2:9][CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[C:6]([OH:18])=[O:26]

参加物

反応物 2

HCID 962Water2 回

HCID 536999852(R)-Amino-5-phenyl-pentanoic acid (2(S)-hydroxy-1(S)-methyl-2-phenyl-ethyl)-methyl-amide

生成物 1

HCID 6993756D-2-Amino-5-phenyl-pentanoic acid

実験手順

A solution of the compound of Example 199, Step A (400 mg, 1.18 mmol) in water (10 mL) was heated to reflux for 20 h. The reaction was diluted with water (20 mL) and extracted with CH2Cl2 (2×20 mL). The combined organic extracts were back extracted with water (2×20 mL) and the combined aqueous extracts were concentrated down to a white solid. The solid was triturated with EtOH to remove residual pseudoephedrine and deliver Example 199, Step B (135 mg, 60%): +APcl MS (M+1)+ 194.

後処理

temperatureto reflux for 20 h
extractionextracted with CH2Cl2 (2×20 mL)
extractionThe combined organic extracts were back extracted with water (2×20 mL)
concentrationthe combined aqueous extracts were concentrated down to a white solid
customThe solid was triturated with EtOH
customto remove residual pseudoephedrine

出典と根拠

ORDレコード: ord-6f528f583af0493789f75a91a6ee0eed
出典データセット: uspto-grants-2002_08
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US06433171B1

反応ノート

読み込み中…

参加物