trichloroethyl 2β-(chloromethyl)-2α-methyl-6β-(N-nitrosophenoxyacetamido)-penam-3α-carboxylate 1R-oxide

Base Information

• Chemical Name: trichloroethyl 2β-(chloromethyl)-2α-methyl-6β-(N-nitrosophenoxyacetamido)-penam-3α-carboxylate 1R-oxide
• CAS No.: 138976-42-8
• Molecular Formula: C₁₈H₁₇Cl₄N₃O₇S
• Molecular Weight: 561.227
• Mol file: 138976-42-8.mol

Synonyms:trichloroethyl 2β-(chloromethyl)-2α-methyl-6β-(N-nitrosophenoxyacetamido)-penam-3α-carboxylate 1R-oxide

Chemical Property of trichloroethyl 2β-(chloromethyl)-2α-methyl-6β-(N-nitrosophenoxyacetamido)-penam-3α-carboxylate 1R-oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trichloroethyl 2β-(chloromethyl)-2α-methyl-6β-(N-nitrosophenoxyacetamido)-penam-3α-carboxylate 1R-oxide

There total 2 articles about trichloroethyl 2β-(chloromethyl)-2α-methyl-6β-(N-nitrosophenoxyacetamido)-penam-3α-carboxylate 1R-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: 98.7%

trichloroethyl 2β-(chloromethyl)-2α-methyl-6β-(N-nitrosophenoxyacetamido)-penam-3α-carboxylate (138976-41-7) → trichloroethyl 2β-(chloromethyl)-2α-methyl-6β-(N-nitrosophenoxyacetamido)-penam-3α-carboxylate 1R-oxide (138976-42-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1016/0223-5234(91)90005-8

Reference yield:

trichloroethyl 2β-(chloromethyl)-2α-methyl-6β-(phenoxyacetamido)-penam-3α-carboxylate (51415-42-0) → trichloroethyl 2β-(chloromethyl)-2α-methyl-6β-(N-nitrosophenoxyacetamido)-penam-3α-carboxylate 1R-oxide (138976-42-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 88.4 percent / N₂O₄, NaOAc / CH₂Cl₂ / 1 h / 0 °C

2: 98.7 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 0 °C

With sodium acetate; dinitrogen tetraoxide; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1016/0223-5234(91)90005-8

Reference yield:

trichloroethyl 2β-(chloromethyl)-2α-methyl-6β-(N-nitrosophenoxyacetamido)-penam-3α-carboxylate 1R-oxide (138976-42-8) → 2α-<(1-methyl-1,2,3,4-tetrazol-5-yl)thiomethyl>-2β-methyl-6β-(phenoxyacetamido)-penam-3α-carboxylic acid 1β-oxide (138976-52-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 90 percent / H₂ / 10percent Pd/C / ethyl acetate / 1.5 h / 310.4 Torr

2: 46.7 percent / toluene / 0.33 h / Heating

3: 30.3 percent / PBr₃ / dimethylformamide / 1.75 h / 0 °C

4: 52 percent / acetone / 1.) 60 deg C, 1 h, 2.) RT, 24 h; pH 6.8

5: 86 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 0 °C

6: PBr₃ / dimethylformamide / 2 h / 0 °C

With hydrogen; phosphorus tribromide; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1016/0223-5234(91)90005-8

upstream raw materials:

trichloroethyl 2β-(chloromethyl)-2α-methyl-6β-(N-nitrosophenoxyacetamido)-penam-3α-carboxylate

trichloroethyl 2β-(chloromethyl)-2α-methyl-6β-(phenoxyacetamido)-penam-3α-carboxylate

Downstream raw materials:

2α-<(1-methyl-1,2,3,4-tetrazol-5-yl)thiomethyl>-2β-methyl-6β-(phenoxyacetamido)-penam-3α-carboxylic acid 1β-oxide

trichloroethyl 2α-<(1-methyl-1,2,3,4-tetrazol-5-yl)thiomethyl>-2β-methyl-6β-(phenoxyacetamido)penam-3α-carboxylate 1β-oxide

trichloroethyl 2α-(chloromethyl)-2β-methyl-6β-(phenoxyacetamido)-penam-3α-carboxylate

2α-<(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl>-2β-methyl-6β-(phenoxyacetamido)-penam-3α-carboxylic acid