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

Base Information

• Chemical Name: 2S-(2α,4α,6α,7α)-7-Chloro-4-methyl-8-oxo-5-thia-1-azatricyclo<4.2.0.0^2.4>-octane-2-carboxylic acid diphenylmethyl ester 5,5-dioxide
• CAS No.: 88065-41-2
• Molecular Formula: C₂₁H₁₈ClNO₅S
• Molecular Weight: 431.897

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

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

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

There total 6 articles about 2S-(2α,4α,6α,7α)-7-Chloro-4-methyl-8-oxo-5-thia-1-azatricyclo<4.2.0.0^2.4>-octane-2-carboxylic acid diphenylmethyl ester 5,5-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: 84.0%

2S-(2α,4α,6α,7α)-7-Chloro-4-methyl-8-oxo-5-thia-1-azatricyclo<4.2.0.02.4>-octane-2-carboxylic acid diphenylmethyl ester (88065-40-1) → 2S-(2α,4α,6α,7α)-7-Chloro-4-methyl-8-oxo-5-thia-1-azatricyclo<4.2.0.02.4>-octane-2-carboxylic acid diphenylmethyl ester 5,5-dioxide (88065-41-2)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; for 15h; Ambient temperature;

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

Reference yield:

benzophenone hydrazone (5350-57-2) → 2S-(2α,4α,6α,7α)-7-Chloro-4-methyl-8-oxo-5-thia-1-azatricyclo<4.2.0.02.4>-octane-2-carboxylic acid diphenylmethyl ester 5,5-dioxide (88065-41-2)

Guidance literature:

Multi-step reaction with 6 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: 56 percent / cc. HCl / acetone / 0.5 h / 0 °C

6: 84 percent / m-chloroperbenzoic acid / CHCl₃ / 15 h / Ambient temperature

With pyridine; hydrogenchloride; dmap; manganese(IV) oxide; dinitrogen tetraoxide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; chloroform; acetone;

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

Reference yield:

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,7α)-7-Chloro-4-methyl-8-oxo-5-thia-1-azatricyclo<4.2.0.02.4>-octane-2-carboxylic acid diphenylmethyl ester 5,5-dioxide (88065-41-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / cc. HCl / acetone / 0.5 h / 0 °C

2: 84 percent / m-chloroperbenzoic acid / CHCl₃ / 15 h / Ambient temperature

With hydrogenchloride; 3-chloro-benzenecarboperoxoic acid; In chloroform; acetone;

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

upstream raw materials:

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

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

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