Lithium Hydroxide → (2R)-4-azido-2-methyl-2-(methylsulfonyl)butanoic acid

HRID 2405906노트

반응식

HRID 2405906 반응식
[N:1]([CH2:4][CH2:5][C@@:6]([CH3:16])([S:12]([CH3:15])(=[O:14])=[O:13])[C:7]([O:9]CC)=[O:8])=[N+:2]=[N-:3].[Li+].[OH-]>O>[N:1]([CH2:4][CH2:5][C@@:6]([CH3:16])([S:12]([CH3:15])(=[O:14])=[O:13])[C:7]([OH:9])=[O:8])=[N+:2]=[N-:3]

참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 86710224ethyl (2R)-4-azido-2-methyl-2-(methylsulfonyl)butanoate

생성물 1

HCID 86710225(2R)-4-azido-2-methyl-2-(methylsulfonyl)butanoic acid수율 35%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

To a solution of ethyl (2R)-4-azido-2-methyl-2-(methylsulfonyl)butanoate (3.9 g, 15.6 mmol, 1 eq) in water (7.5 mL) was added LiOH (16 mmol). The mixture was allowed to stir at 80° C. for 16 h. The crude product was then purified by reverse phase chromatography on a 100 g C18 column eluting with a 0-20% MeOH/water gradient (containing 0.5% TFA) to give the desired product (2R)-4-azido-2-methyl-2-(methylsulfonyl)butanoic acid (1.2 g, 35% yield). LC-MS: M+H+222.1.

후처리

  1. customThe crude product was then purified by reverse phase chromatography on a 100 g C18 column
  2. washeluting with a 0-20% MeOH/water gradient (containing 0.5% TFA)

출처 및 근거

ORD 기록
ord-4fe9e1b85e3f494bb1e7fa1b5159eba4
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08809333B2

반응 노트

불러오는 중…