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

Base Information

Chemical Name:2α-<(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl>-2β-methyl-6β-(phenoxyacetamido)-penam-3α-carboxylic acid
CAS No.:138976-54-2
Molecular Formula:C₁₉H₂₀N₄O₅S₃
Molecular Weight:480.59
Hs Code.:

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

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

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

There total 7 articles about 2α-<(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl>-2β-methyl-6β-(phenoxyacetamido)-penam-3α-carboxylic acid 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: 87.0%

: 138976-46-2
trichloroethyl 2α-<(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl>-2β-methyl-6β-(phenoxyacetamido)-penam-3α-carboxylate

: 138976-54-2
2α-<(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl>-2β-methyl-6β-(phenoxyacetamido)-penam-3α-carboxylic acid

Guidance literature:: With acetic acid; zinc; In N,N-dimethyl-formamide; at 0 ℃; for 2h;
DOI:10.1016/0223-5234(91)90005-8

Reference yield:

: 138976-41-7
trichloroethyl 2β-(chloromethyl)-2α-methyl-6β-(N-nitrosophenoxyacetamido)-penam-3α-carboxylate

: 138976-54-2
2α-<(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl>-2β-methyl-6β-(phenoxyacetamido)-penam-3α-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

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

2: 90 percent / H₂ / 10percent Pd/C / ethyl acetate / 1.5 h / 310.4 Torr

3: 46.7 percent / toluene / 0.33 h / Heating

4: 30.3 percent / PBr₃ / dimethylformamide / 1.75 h / 0 °C

5: 16.96 percent / acetone / 1.) 60 deg C, 1 h, 2.) RT, 24 h; pH 6.8

6: 87 percent / Zn, glacial AcOH / dimethylformamide / 2 h / 0 °C

With hydrogen; phosphorus tribromide; acetic acid; 3-chloro-benzenecarboperoxoic acid; zinc; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/0223-5234(91)90005-8

Reference yield:

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

: 138976-54-2
2α-<(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl>-2β-methyl-6β-(phenoxyacetamido)-penam-3α-carboxylic acid

Guidance literature:: Multi-step reaction with 5 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: 16.96 percent / acetone / 1.) 60 deg C, 1 h, 2.) RT, 24 h; pH 6.8

5: 87 percent / Zn, glacial AcOH / dimethylformamide / 2 h / 0 °C

With hydrogen; phosphorus tribromide; acetic acid; zinc; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/0223-5234(91)90005-8