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

HRID 616158노트

반응식

HRID 616158 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-272c3405d8f4491695f8ea537b832498
출처 데이터셋
uspto-grants-1978_02
특허 번호
US04072674

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