p-Toluenesulfonic acid → Methyl (2R,3R)-3-amino-4-oxoazetidine-2-carboxylate

HRID 1862877ノート

反応式

HRID 1862877 の反応式
[N:1]([C@H:4]1[C:7](=[O:8])[NH:6][C@H:5]1[C:9]([O:11][CH3:12])=[O:10])=[N+]=[N-].C1(C)C=CC(S(O)(=O)=O)=CC=1>C(O)C.[Pd]>[NH2:1][C@H:4]1[C:7](=[O:8])[NH:6][C@H:5]1[C:9]([O:11][CH3:12])=[O:10]

参加物

5

反応物 2

HCID 6101p-Toluenesulfonic acidHCID 13566680Methyl (2R,3R)-3-azido-4-oxoazetidine-2-carboxylate

生成物 1

HCID 14230520Methyl (2R,3R)-3-amino-4-oxoazetidine-2-carboxylate

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

A solution of methyl cis-3-azido-4-oxoazetidine-2-carboxylate (8.5 g, 50 mmol) and an equivalent of p-toluenesulfonic acid in 200 ml of ethanol is hydrogenated for 3 hours over 1 g of 10% Pd on carbon at 40 psi. The solution is filtered and the filtrate is evaporated to title product or the tosylate salt which can be converted to the free base by standard methods.

後処理

  1. filtrationThe solution is filtered
  2. customthe filtrate is evaporated to title product

出典と根拠

ORDレコード
ord-c1e3ce86c9d24ae5aad778cf962eae29
出典データセット
uspto-grants-1979_09
特許番号
US04166816

反応ノート

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