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

HRID 2244792노트

반응식

HRID 2244792 반응식
[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]

참가 물질

6

반응물 2

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

생성물 2

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

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-599128d384fe4de79c241d7d51b9677d
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07678925B2

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