diphenylmethyl (4S)-6,6-dibromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate 4-oxide

Base Information

• Chemical Name: diphenylmethyl (4S)-6,6-dibromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate 4-oxide
• CAS No.: 100298-37-1
• Molecular Formula: C₂₁H₁₉Br₂NO₄S
• Molecular Weight: 541.26
• Mol file: 100298-37-1.mol

Synonyms:diphenylmethyl (4S)-6,6-dibromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate 4-oxide

Chemical Property of diphenylmethyl (4S)-6,6-dibromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate 4-oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diphenylmethyl (4S)-6,6-dibromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate 4-oxide

There total 3 articles about diphenylmethyl (4S)-6,6-dibromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate 4-oxide 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: 74.0%

diphenylmethyl 6,6-dibromopenicillanate (75527-84-3) → diphenylmethyl (4S)-6,6-dibromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate 4-oxide (100298-37-1) + diphenylmethyl (4R)-6,6-dibromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate 4-oxide (123285-25-6)

Guidance literature:

With cobalt(III) acetylacetonate; oxygen; propionaldehyde; In acetonitrile; at 34 - 36 ℃; for 12h;

DOI:10.1016/0040-4020(95)01075-0

Reference yield:

diphenylmethyl 6,6-dibromopenicillanate (75527-84-3) → (4S,5R)-6,6-Dibromo-3,3-dimethyl-4,7-dioxo-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester (100298-37-1,113891-01-3,123285-25-6) + benzhydryl 6,6-dibromopenicillanate 1α-oxide (100298-37-1,113891-01-3,123285-25-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 0.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

Reference yield:

diphenylmethyl 6,6-dibromopenicillanate (75527-84-3) → (4S,5R)-6,6-Dibromo-3,3-dimethyl-4,7-dioxo-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester (100298-37-1,113891-01-3,123285-25-6) + benzhydryl 6,6-dibromopenicillanate 1α-oxide (100298-37-1,113891-01-3,123285-25-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 0.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

upstream raw materials:

diphenylmethyl 6,6-dibromopenicillanate

Downstream raw materials:

benzhydryl 2-[2-(benzothiazol-2-yldisulfanyl)-3,3-dibromo-4-oxo-azetidin-1-yl]-3-methyl-but-3-enoate

(2S,5R)-3,3-Bis-chloromethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester

(2S,3S,5R)-3-Bromomethyl-3-chloromethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester

benzhydryl 2β-chloromethyl-6,6-dihydropenicillanate 1α-oxide