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

HRID 1783439ノート

反応式

HRID 1783439 の反応式
[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]

参加物

6

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 6422Trifluoroacetic acid触媒HCID 23938Palladium触媒HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-d28195f9c9524fe4962bc858c6a23a46
出典データセット
uspto-grants-2009_03
特許番号
US07501404B2

反応ノート

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