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

Base Information

Chemical Name:sodium (2S,3R,5R,6R)-3-difluoromethyl-3-methyl-7-oxo-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate-4,4-dioxide
CAS No.:115234-96-3
Molecular Formula:C₁₆H₁₅F₂N₂O₇S*Na
Molecular Weight:440.357
Hs Code.:

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

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

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

There total 6 articles about sodium (2S,3R,5R,6R)-3-difluoromethyl-3-methyl-7-oxo-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate-4,4-dioxide 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: 97.0%

: 115234-88-3
benzyl (2S,3R,5R,6R)-3-difluoromethyl-3-methyl-7-oxo-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate-4,4-dioxide

: 115234-96-3
sodium (2S,3R,5R,6R)-3-difluoromethyl-3-methyl-7-oxo-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate-4,4-dioxide

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

: 115234-96-3
sodium (2S,3R,5R,6R)-3-difluoromethyl-3-methyl-7-oxo-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate-4,4-dioxide

Guidance literature:: Multi-step reaction with 4 steps

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

2: 90 percent / diethylaminosulfur trifluoride / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 61 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 1.25 h / Ambient temperature

4: 97 percent / NaHCO₃, H₂ / 10percent Pd/C / tetrahydrofuran; H₂O / 3 h / 760 Torr

With oxalyl dichloride; diethylamino-sulfur trifluoride; hydrogen; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water;
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

: 115234-96-3
sodium (2S,3R,5R,6R)-3-difluoromethyl-3-methyl-7-oxo-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate-4,4-dioxide

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / diethylaminosulfur trifluoride / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 61 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 1.25 h / Ambient temperature

3: 97 percent / NaHCO₃, H₂ / 10percent Pd/C / tetrahydrofuran; H₂O / 3 h / 760 Torr

With diethylamino-sulfur trifluoride; hydrogen; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/S0040-4020(01)90038-9