Methanol → (2S,3R)-methyl 3-amino-1-(tert-butyldimethylsilyl)-4-oxoazetidine-2-carboxylate

HRID 1783439노트

반응식

HRID 1783439 반응식
[N:1]([C@H:4]1[C:7](=[O:8])[N:6]([Si:9]([C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:11])[CH3:10])[C@@H:5]1[C:16]([O:18][CH3:19])=[O:17])=[N+]=[N-].CO>C(O)(C(F)(F)F)=O.[Pd].O1CCOCC1>[NH2:1][C@H:4]1[C:7](=[O:8])[N:6]([Si:9]([C:12]([CH3:14])([CH3:15])[CH3:13])([CH3:10])[CH3:11])[C@@H:5]1[C:16]([O:18][CH3:19])=[O:17]

참가 물질

6

반응물 2

HCID 887MethanolHCID 57589884(2S,3R)-methyl 3-azido-1-(tert-butyldimethylsilyl)-4-oxoazetidine-2-carboxylate

생성물 1

HCID 57589866(2S,3R)-methyl 3-amino-1-(tert-butyldimethylsilyl)-4-oxoazetidine-2-carboxylate

시약·촉매·용매 3

HCID 6422Trifluoroacetic acid촉매HCID 23938Palladium촉매HCID 312751,4-Dioxane용매

실험 절차

To a solution of 132 (5.85 mmol) in 3:1 methanol:dioxane (25 mL) was added a few drops of TFA and 10% Pd/C (10 wt %). The reaction was stirred under atmospheric hydrogen for one hour and then filtered through Celite. The solvent was removed and the residue triturated with diethyl ether to afford 133, which was used in the next step without further purification.

후처리

  1. filtrationfiltered through Celite
  2. customThe solvent was removed
  3. customthe residue triturated with diethyl ether

출처 및 근거

ORD 기록
ord-d28195f9c9524fe4962bc858c6a23a46
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07501404B2

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