苄胺 → (2R,4R)-2-amino-4-benzyl-4-hydroxyglutaric acid

HRID 2244792笔记

反应方程式

HRID 2244792 反应方程式
[CH2:1]([C:8]([OH:18])([C:15]([OH:17])=[O:16])[CH2:9][C:10](=O)[C:11]([OH:13])=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([NH2:26])C1C=CC=CC=1>CO.[C].[Pd]>[NH2:26][C@H:10]([CH2:9][C@@:8]([CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)([OH:18])[C:15]([OH:17])=[O:16])[C:11]([OH:13])=[O:12].[NH2:26][C@@H:10]([CH2:9][C@@:8]([CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)([OH:18])[C:15]([OH:17])=[O:16])[C:11]([OH:13])=[O:12]

参与物

6

反应物 2

HCID 7504苄胺HCID 101714744-Benzyl-4-hydroxy-2-ketoglutaric acid

产物 2

HCID 10354897(2R,4R)-2-amino-4-benzyl-4-hydroxyglutaric acidHCID 86595816(2S,4R)-2-amino-4-benzyl-4-hydroxyglutaric acid

试剂、催化剂与溶剂 2

HCID 178418390HCID 178418390，化合物催化剂HCID 887(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮溶剂

实验过程

0.13 g (0.52 mmol) of 4-benzyl-4-hydroxy-2-ketoglutaric acid and 0.11 ml (1.0 mmol) of benzylamine were dissolved in 5 ml of methanol, to which 0.1 g of 5% palladium carbon (50% hydrous product) was added, for reaction under hydrogen atmosphere at ambient temperature and atmospheric pressure. Two days later, the catalyst was filtered off, and the reaction solution was concentrated to dryness, to obtain 0.03 g (0.12 mmol) of (2S,4S)/(2R,4R)-2-amino-4-benzyl-4-hydroxyglutaric acid and 0.06 g (0.24 mmol) of (2R,4S)/(2S,4R)-2-amino-4-benzyl-4-hydroxyglutaric acid as a mixture.

后处理

  1. additionwas added, for reaction under hydrogen atmosphere at ambient temperature
  2. filtrationTwo days later, the catalyst was filtered off
  3. concentrationthe reaction solution was concentrated to dryness

来源与证据

ORD记录
ord-599128d384fe4de79c241d7d51b9677d
来源数据集
uspto-grants-2010_03
专利号
US07678925B2

反应笔记

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