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

HRID 133671

反応式

HRID 133671 の反応式
[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]

参加物

6

反応物 2

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

生成物 2

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

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-650ba3a6236049d4823e53568020ca00
出典データセット
uspto-grants-2008_06
特許番号
US07390909B2

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