sodium (2S,3R,5R,6R)-3-methyl-3-oxiranyl-7-oxo-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate

Base Information

Chemical Name:sodium (2S,3R,5R,6R)-3-methyl-3-oxiranyl-7-oxo-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate
CAS No.:115253-02-6
Molecular Formula:C₁₇H₁₇N₂O₆S*Na
Molecular Weight:400.388
Hs Code.:

Synonyms:sodium (2S,3R,5R,6R)-3-methyl-3-oxiranyl-7-oxo-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate

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Chemical Property of sodium (2S,3R,5R,6R)-3-methyl-3-oxiranyl-7-oxo-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate

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Technology Process of sodium (2S,3R,5R,6R)-3-methyl-3-oxiranyl-7-oxo-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate

There total 5 articles about sodium (2S,3R,5R,6R)-3-methyl-3-oxiranyl-7-oxo-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>heptane-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: 52.0%

: 115234-81-6
benzyl (2S,3R,5R,6R)-3-methyl-3-oxiranyl-7-oxo-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate

: 115253-02-6
sodium (2S,3R,5R,6R)-3-methyl-3-oxiranyl-7-oxo-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate

Guidance literature:: With hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; water; for 3h; under 760 Torr;
DOI:10.1016/S0040-4020(01)90038-9

Reference yield:

: 115252-98-7
benzyl (2S,3R,5R,6R)-3-hydroxymethyl-3-methyl-7-oxo-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate

: 115253-02-6
sodium (2S,3R,5R,6R)-3-methyl-3-oxiranyl-7-oxo-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / DMSO, oxalyl chloride, triethylamine / CH₂Cl₂ / -60 °C

2: ethyl acetate; diethyl ether / 1.) 0 deg C 5 h, 2.) room temp.12 h

3: 52 percent / NaHCO₃, H₂ / 10percent Pd/C / tetrahydrofuran; H₂O / 3 h / 760 Torr

With oxalyl dichloride; hydrogen; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate;
DOI:10.1016/S0040-4020(01)90038-9

Reference yield:

: 115234-74-7
benzyl (2S,3R,5R,6R)-3-formyl-3-methyl-7-oxo-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate

: 115253-02-6
sodium (2S,3R,5R,6R)-3-methyl-3-oxiranyl-7-oxo-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: ethyl acetate; diethyl ether / 1.) 0 deg C 5 h, 2.) room temp.12 h

2: 52 percent / NaHCO₃, H₂ / 10percent Pd/C / tetrahydrofuran; H₂O / 3 h / 760 Torr

With hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; water; ethyl acetate;
DOI:10.1016/S0040-4020(01)90038-9