2S-(2α,4α,6α)-7,7-Dibromo-4-methyl-8-oxo-5-thia-1-azatricyclo<4.2.0.0^2.4>-octane-2-carboxylic acid diphenylmethyl ester

Base Information

• Chemical Name: 2S-(2α,4α,6α)-7,7-Dibromo-4-methyl-8-oxo-5-thia-1-azatricyclo<4.2.0.0^2.4>-octane-2-carboxylic acid diphenylmethyl ester
• CAS No.: 88065-43-4
• Molecular Formula: C₂₁H₁₇Br₂NO₃S
• Molecular Weight: 523.245

Synonyms:2S-(2α,4α,6α)-7,7-Dibromo-4-methyl-8-oxo-5-thia-1-azatricyclo<4.2.0.0^2.4>-octane-2-carboxylic acid diphenylmethyl ester

Chemical Property of 2S-(2α,4α,6α)-7,7-Dibromo-4-methyl-8-oxo-5-thia-1-azatricyclo<4.2.0.0^2.4>-octane-2-carboxylic acid diphenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2S-(2α,4α,6α)-7,7-Dibromo-4-methyl-8-oxo-5-thia-1-azatricyclo<4.2.0.0^2.4>-octane-2-carboxylic acid diphenylmethyl ester

There total 5 articles about 2S-(2α,4α,6α)-7,7-Dibromo-4-methyl-8-oxo-5-thia-1-azatricyclo<4.2.0.0^2.4>-octane-2-carboxylic acid diphenylmethyl ester 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: 63.0%

2S-(2α,4α,6α)-7-Diazo-4-methyl-8-oxo-5-thia-1-azatricyclo<4.2.0.02.4>-octane-2-carboxylic acid diphenylmethyl ester → 2S-(2α,4α,6α)-7,7-Dibromo-4-methyl-8-oxo-5-thia-1-azatricyclo<4.2.0.02.4>-octane-2-carboxylic acid diphenylmethyl ester (88065-43-4)

Guidance literature:

With bromine; In dichloromethane; at -5 ℃;

DOI:10.1016/S0040-4020(01)92137-4

Reference yield:

benzophenone hydrazone (5350-57-2) → 2S-(2α,4α,6α)-7,7-Dibromo-4-methyl-8-oxo-5-thia-1-azatricyclo<4.2.0.02.4>-octane-2-carboxylic acid diphenylmethyl ester (88065-43-4)

Guidance literature:

Multi-step reaction with 5 steps

1: MnO₂ / CH₂Cl₂ / 6.5 h

2: 85 percent / CH₂Cl₂ / 1 h

3: 82 percent / N₂O₄ / CH₂Cl₂ / below 0 degC

4: 53 percent / pyridine, 4-N,N-dimethylaminopyridine / tetrahydrofuran / 3.5 h / Ambient temperature

5: 63 percent / Br₂ / CH₂Cl₂ / -5 °C

With pyridine; dmap; manganese(IV) oxide; bromine; dinitrogen tetraoxide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(01)92137-4

Reference yield:

2S-(2α,4α,6α,7β)-4-Methyl-8-oxo-7-phenylacetylamino-5-thia-1-azatricyclo-<4.2.0.02.4>octane-2-carboxylic acid diphenylmethyl ester (88065-37-6) → 2S-(2α,4α,6α)-7,7-Dibromo-4-methyl-8-oxo-5-thia-1-azatricyclo<4.2.0.02.4>-octane-2-carboxylic acid diphenylmethyl ester (88065-43-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / N₂O₄ / CH₂Cl₂ / below 0 degC

2: 53 percent / pyridine, 4-N,N-dimethylaminopyridine / tetrahydrofuran / 3.5 h / Ambient temperature

3: 63 percent / Br₂ / CH₂Cl₂ / -5 °C

With pyridine; dmap; bromine; dinitrogen tetraoxide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(01)92137-4

upstream raw materials:

benzophenone hydrazone

2S-(2α,4α,6α,7β)-4-Methyl-8-oxo-7-phenylacetylamino-5-thia-1-azatricyclo-<4.2.0.0^2.4>octane-2-carboxylic acid diphenylmethyl ester

2S-(2α,4α,6α,7β)-4-Methyl-8-oxo-7-(phenylacetyl)nitrosamino-5-thia-1-azatricyclo<4.2.0.0^2.4>-octane-2-carboxylic acid diphenylmethyl ester

diazodiphenylmethane

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