Methyl (2R,5R,7S*)-7-(4-bromobenzamido)-8-oxo-1-azabicyclo<3.3.0>octane-2-carboxylate

Base Information

Chemical Name:Methyl (2R*,5R*,7S*)-7-(4-bromobenzamido)-8-oxo-1-azabicyclo<3.3.0>octane-2-carboxylate
CAS No.:96124-39-9
Molecular Formula:C₁₆H₁₇BrN₂O₄
Molecular Weight:381.226
Hs Code.:

Synonyms:Methyl (2R*,5R*,7S*)-7-(4-bromobenzamido)-8-oxo-1-azabicyclo<3.3.0>octane-2-carboxylate

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Chemical Property of Methyl (2R*,5R*,7S*)-7-(4-bromobenzamido)-8-oxo-1-azabicyclo<3.3.0>octane-2-carboxylate

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Technology Process of Methyl (2R*,5R*,7S*)-7-(4-bromobenzamido)-8-oxo-1-azabicyclo<3.3.0>octane-2-carboxylate

There total 6 articles about Methyl (2R*,5R*,7S*)-7-(4-bromobenzamido)-8-oxo-1-azabicyclo<3.3.0>octane-2-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: 67.0%

: 96124-33-3,96124-36-6
Methyl (2R*,5R*,7S*)-7-amino-8-oxo-1-azabicyclo<3.3.0>octane-2-carboxylate

: 586-75-4
4-chlorobenzoyl chloride

: 96124-39-9
Methyl (2R*,5R*,7S*)-7-(4-bromobenzamido)-8-oxo-1-azabicyclo<3.3.0>octane-2-carboxylate

Guidance literature:: In pyridine; dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1016/S0040-4020(01)98828-3

Reference yield:

: 3411-67-4
methyl 5,5-dimethoxy-2-nitropentanoate

: 96124-39-9
Methyl (2R*,5R*,7S*)-7-(4-bromobenzamido)-8-oxo-1-azabicyclo<3.3.0>octane-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 63 percent / aluminium amalgam / diethyl ether; H₂O / Heating

2: 67.6 percent / 2N HCl / H₂O / 1.5 h / 0 °C

4: 86 percent / NaN₃ / dimethylformamide / 18 h / Ambient temperature

5: 62 percent / H₂ / 10percent Pd-C / methanol / 14 h / Ambient temperature

6: 67 percent / CH₂Cl₂; pyridine / 0.5 h / 0 °C

With hydrogenchloride; sodium azide; aluminium amalgam; hydrogen; palladium on activated charcoal; In pyridine; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)98828-3

Reference yield:

: 96124-21-9
methyl 2-hydroxyamino-5,5-dimethoxypentanoate

: 96124-39-9
Methyl (2R*,5R*,7S*)-7-(4-bromobenzamido)-8-oxo-1-azabicyclo<3.3.0>octane-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 67.6 percent / 2N HCl / H₂O / 1.5 h / 0 °C

3: 86 percent / NaN₃ / dimethylformamide / 18 h / Ambient temperature

4: 62 percent / H₂ / 10percent Pd-C / methanol / 14 h / Ambient temperature

5: 67 percent / CH₂Cl₂; pyridine / 0.5 h / 0 °C

With hydrogenchloride; sodium azide; hydrogen; palladium on activated charcoal; In pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)98828-3