(9H-fluoren-9-yl)methyl 4-(5-((2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-yl)-1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate

Base Information

Chemical Name:(9H-fluoren-9-yl)methyl 4-(5-((2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-yl)-1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate
CAS No.:1471298-16-4
Molecular Formula:C₃₅H₃₅N₅O₅
Molecular Weight:605.693
Hs Code.:

Synonyms:(9H-fluoren-9-yl)methyl 4-(5-((2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-yl)-1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate

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Chemical Property of (9H-fluoren-9-yl)methyl 4-(5-((2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-yl)-1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate

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Technology Process of (9H-fluoren-9-yl)methyl 4-(5-((2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-yl)-1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate

There total 14 articles about (9H-fluoren-9-yl)methyl 4-(5-((2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-yl)-1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate 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: 86.0%

: 1471298-14-2
(2S,5R)-6-(benzyloxy)-2-(3-(piperidin-4-yl)-1,2,4-oxadiazol-5-yl)-1,6-diazabicyclo[3.2.1]octan-7-one

: 82911-69-1
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

: 1471298-16-4
(9H-fluoren-9-yl)methyl 4-(5-((2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-yl)-1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate

Guidance literature:: (2S,5R)-6-(benzyloxy)-2-(3-(piperidin-4-yl)-1,2,4-oxadiazol-5-yl)-1,6-diazabicyclo[3.2.1]octan-7-one; With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 ℃; for 0.25h; Inert atmosphere;

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide; In tetrahydrofuran; at 20 ℃; for 8h;

Reference yield:

: 144978-35-8,144978-12-1,251924-83-1
(S)-ethyl N-tert-butoxycarbonylpyroglutamate

: 1471298-16-4
(9H-fluoren-9-yl)methyl 4-(5-((2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-yl)-1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 11 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

1.2: 0.5 h / -78 °C

2.1: dirhodium tetraacetate / dichloromethane / 0 - 20 °C

3.1: sodium tetrahydroborate; ethanol / 0.5 h / -40 °C

4.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 20 °C

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

6.1: trifluoroacetic acid / dichloromethane / 20 °C

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

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

9.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1 h / 20 °C

9.2: 8 h / 20 - 50 °C

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

11.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

11.2: 8 h / 20 °C

With dirhodium tetraacetate; sodium tetrahydroborate; n-butyllithium; lithium hydroxide monohydrate; ethanol; water; mercaptoacetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 1,1'-carbonyldiimidazole; trifluoroacetic acid; lithium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1471298-12-0
tert-butyl 4-(5-((2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-yl)-1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate

: 1471298-16-4
(9H-fluoren-9-yl)methyl 4-(5-((2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-yl)-1,2,4-oxadiazol-3-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

2.2: 8 h / 20 °C

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;