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

HRID 434080ノート

反応式

HRID 434080 の反応式
[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]

参加物

5

反応物 2

HCID 134013-Hydroxypicolinic AcidHCID 14923Ammonium Hydroxide

生成物 1

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

試薬・触媒・溶媒 2

HCID 23948Rhodium触媒HCID 962Water溶媒

実験手順

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]+.

後処理

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

出典と根拠

ORDレコード
ord-d0c3783aae3a487cb55cea6836ef6117
出典データセット
uspto-grants-2003_12
特許番号
US06670386B2

反応ノート

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