(2S,5R)-6-(benzyloxy)-2-(5-(piperidin-4-yl)-1,3,4-oxadiazol-2-yl)-1,6-diaza-bicyclo[3.2.1]octan-7-one

Base Information

Chemical Name:(2S,5R)-6-(benzyloxy)-2-(5-(piperidin-4-yl)-1,3,4-oxadiazol-2-yl)-1,6-diaza-bicyclo[3.2.1]octan-7-one
CAS No.:1471297-99-0
Molecular Formula:C₂₀H₂₅N₅O₃
Molecular Weight:383.45
Hs Code.:

Synonyms:(2S,5R)-6-(benzyloxy)-2-(5-(piperidin-4-yl)-1,3,4-oxadiazol-2-yl)-1,6-diaza-bicyclo[3.2.1]octan-7-one

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Chemical Property of (2S,5R)-6-(benzyloxy)-2-(5-(piperidin-4-yl)-1,3,4-oxadiazol-2-yl)-1,6-diaza-bicyclo[3.2.1]octan-7-one

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Technology Process of (2S,5R)-6-(benzyloxy)-2-(5-(piperidin-4-yl)-1,3,4-oxadiazol-2-yl)-1,6-diaza-bicyclo[3.2.1]octan-7-one

There total 12 articles about (2S,5R)-6-(benzyloxy)-2-(5-(piperidin-4-yl)-1,3,4-oxadiazol-2-yl)-1,6-diaza-bicyclo[3.2.1]octan-7-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: tert-butyl 4-(5-((2S,5R)-6-(benzyloxy)-7-oxo-1,6-diaza-bicyclo[3.2.1]octan-2-yl)-1,3,4-oxadiazol-2-yl)piperidine-1-carboxylate

: 1471297-99-0
(2S,5R)-6-(benzyloxy)-2-(5-(piperidin-4-yl)-1,3,4-oxadiazol-2-yl)-1,6-diaza-bicyclo[3.2.1]octan-7-one

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 3h;

Reference yield:

: tert-butyl 4-[(2-{[(2S,5R)-6-benzyloxy-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-yl]carbonyl}hydrazinyl)carbonyl]piperidine-1-carboxylate

: 1471297-99-0
(2S,5R)-6-(benzyloxy)-2-(5-(piperidin-4-yl)-1,3,4-oxadiazol-2-yl)-1,6-diaza-bicyclo[3.2.1]octan-7-one

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 3 h / -10 - 20 °C

2: trifluoroacetic acid / dichloromethane / 3 h / 0 °C

With pyridine; trifluoromethylsulfonic anhydride; trifluoroacetic acid; In dichloromethane;

Reference yield:

: 1463501-45-2
(2S,5R)-1-tert-butyl 2-ethyl 5-(N-(benzyloxy)-(2-nitrophenyl)sulfonamido)piperidine-1,2-dicarboxylate

: 1471297-99-0
(2S,5R)-6-(benzyloxy)-2-(5-(piperidin-4-yl)-1,3,4-oxadiazol-2-yl)-1,6-diaza-bicyclo[3.2.1]octan-7-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: mercaptoacetic acid; lithium hydroxide monohydrate / N,N-dimethyl-formamide / 20 °C

2.1: trifluoroacetic acid / dichloromethane / 20 °C

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

4.1: lithium hydroxide / tetrahydrofuran; water / 20 °C

4.2: pH 2 - 3

5.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 12 h / 0 °C

6.1: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 3 h / -10 - 20 °C

7.1: trifluoroacetic acid / dichloromethane / 3 h / 0 °C

With pyridine; lithium hydroxide monohydrate; trifluoromethylsulfonic anhydride; mercaptoacetic acid; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;