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

Base Information

Chemical Name: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
CAS No.:115234-88-3
Molecular Formula:C₂₃H₂₂F₂N₂O₇S
Molecular Weight:508.5
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 5 articles about 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 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: 27.0%

: 115234-86-1
benzyl (2S,3R,5R,6R)-3-difluoromethyl-3-methyl-7-oxo-6-phenoxyacetamido-1-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate

: 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

: 115252-99-8
benzyl (2S,3R,4S,5R,6R)-3-difluoromethyl-3-methyl-7-oxo-6-phenoxyacetamido-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate-4-oxide

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 1.25h; Ambient temperature;
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

: 115234-88-3
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

Guidance literature:: Multi-step reaction with 3 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

With oxalyl dichloride; diethylamino-sulfur trifluoride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
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

: 115234-88-3
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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With diethylamino-sulfur trifluoride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1016/S0040-4020(01)90038-9