cis-1-(tert-butyldimethylsilyl)-3-[(R)-1-hydroxyethyl]-4-trimethylsilylethynyl-2-azetidinone → trans-3-Acetyl-1-(tert-butyldimethylsilyl)-4-trimethylsilylethynyl-2-azetidinone

HRID 231238노트

반응식

HRID 231238 반응식
[Si:1]([N:8]1[C@H:11]([C:12]#[C:13][Si:14]([CH3:17])([CH3:16])[CH3:15])[C@H:10]([C@H:18]([OH:20])[CH3:19])[C:9]1=[O:21])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]>C(OCC)(=O)C.[O-2].[O-2].[Mn+4]>[C:18]([C@H:10]1[C@H:11]([C:12]#[C:13][Si:14]([CH3:16])([CH3:15])[CH3:17])[N:8]([Si:1]([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2])[C:9]1=[O:21])(=[O:20])[CH3:19]

참가 물질

4

반응물 1

HCID 67788869cis-1-(tert-butyldimethylsilyl)-3-[(R)-1-hydroxyethyl]-4-trimethylsilylethynyl-2-azetidinone

생성물 1

HCID 53923800trans-3-Acetyl-1-(tert-butyldimethylsilyl)-4-trimethylsilylethynyl-2-azetidinone수율 93.9%

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 8857Ethyl Acetate용매

반응 조건

온도
25 °C

실험 절차

Cis-1-(tert-butyldimethylsilyl)-3-[(R)-1-hydroxyethyl]-4-trimethylsilylethynyl-2-azetidinone (0.15 g) is dissolved in ethyl acetate (20 ml), and 5 g of activated manganese dioxide is added, followed by stirring at 25° C. for 5 hours. The manganese dioxide is filtered off and the filtrate is concentrated to give trans-3-acetyl-1-(tert-butyldimethylsilyl)-4-trimethylsilylethynyl-2-azetidinone (0.14 g).

후처리

  1. filtrationThe manganese dioxide is filtered off
  2. concentrationthe filtrate is concentrated

출처 및 근거

ORD 기록
ord-a70f07d30bb5450b8f1aafc39e97d89a
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04845210

반응 노트

불러오는 중…