3-Hydroxypicolinic Acid → (2R,3S)-3-hydroxypiperidine-2-carboxylic acid

HRID 1612075노트

반응식

HRID 1612075 반응식
[OH:1][C:2]1[C:3]([C:8]([OH:10])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1.[NH4+].[OH-]>[Rh].O>[OH:1][C@H:2]1[CH2:7][CH2:6][CH2:5][NH:4][C@H:3]1[C:8]([OH:10])=[O:9]

참가 물질

5

반응물 2

HCID 134013-Hydroxypicolinic AcidHCID 14923Ammonium Hydroxide

생성물 1

HCID 11094754(2R,3S)-3-hydroxypiperidine-2-carboxylic acid수율 11.3%

시약·촉매·용매 2

HCID 23948Rhodium촉매HCID 962Water용매

실험 절차

A suspension of 3-hydroxypicolinic acid (1 g, 7.19 mmol) and 5 wt. % rhodium on carbon (200 mg) in a mixed solvents of conc. NH4OH (35 mL) and water (5 mL) in a pressure bottle was stirred under hydrogen at 80 psi overnight. The reaction mixture was filtered and the filtrate concentrated in vacuo to dryness to give 118 mg of the title compound (racemate). MS (ES): m/z 146 [M+1]+.

후처리

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate concentrated in vacuo to dryness

출처 및 근거

ORD 기록
ord-9b4ab97ce15348dba274f9394efde37d
출처 데이터셋
uspto-grants-2006_01
특허 번호
US06992102B2

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