2,2,2-trichloroethyl (1S,3S,5R,6R,2'S)-6-(2'-bromo-2'-phenylacetamido)-2,2-dimethylpenam-3-carboxylate, 1-oxide

Base Information

Chemical Name:2,2,2-trichloroethyl (1S,3S,5R,6R,2'S)-6-(2'-bromo-2'-phenylacetamido)-2,2-dimethylpenam-3-carboxylate, 1-oxide
CAS No.:38015-83-7
Molecular Formula:C₁₈H₁₈BrCl₃N₂O₅S
Molecular Weight:560.68
Hs Code.:

Synonyms:2,2,2-trichloroethyl (1S,3S,5R,6R,2'S)-6-(2'-bromo-2'-phenylacetamido)-2,2-dimethylpenam-3-carboxylate, 1-oxide

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Chemical Property of 2,2,2-trichloroethyl (1S,3S,5R,6R,2'S)-6-(2'-bromo-2'-phenylacetamido)-2,2-dimethylpenam-3-carboxylate, 1-oxide

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Technology Process of 2,2,2-trichloroethyl (1S,3S,5R,6R,2'S)-6-(2'-bromo-2'-phenylacetamido)-2,2-dimethylpenam-3-carboxylate, 1-oxide

There total 1 articles about 2,2,2-trichloroethyl (1S,3S,5R,6R,2'S)-6-(2'-bromo-2'-phenylacetamido)-2,2-dimethylpenam-3-carboxylate, 1-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: 31.0%

: 39879-59-9
2,2,2-trichloroethyl (1S,3S,5R,6R)-6-phenylacetamido-2,2-dimethylpenam-3-carboxylate, 1-oxide

: 38015-84-8
2,2,2-trichloroethyl (1S,3S,5R,6R,2'R)-6-(2'-bromo-2'-phenylacetamido)-2,2-dimethylpenam-3-carboxylate, 1-oxide

: 38015-83-7
2,2,2-trichloroethyl (1S,3S,5R,6R,2'S)-6-(2'-bromo-2'-phenylacetamido)-2,2-dimethylpenam-3-carboxylate, 1-oxide

Guidance literature:: With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; methyloxirane; In 1,2-dichloro-ethane; at -15 ℃; Irradiation;
DOI:10.1016/0040-4020(84)85096-6

Reference yield: 58.0%

: 38015-83-7
2,2,2-trichloroethyl (1S,3S,5R,6R,2'S)-6-(2'-bromo-2'-phenylacetamido)-2,2-dimethylpenam-3-carboxylate, 1-oxide

: 38015-90-6
2,2,2-trichloroethyl (1S,3S,5R,6R,2'R)-6-(2'-azido-2'-phenylacetamido)-2,2-dimethylpenam-3-carboxylate, 1-oxide

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; for 0.5h;
DOI:10.1016/0040-4020(84)85096-6

Reference yield:

: 38015-83-7
2,2,2-trichloroethyl (1S,3S,5R,6R,2'S)-6-(2'-bromo-2'-phenylacetamido)-2,2-dimethylpenam-3-carboxylate, 1-oxide

: 15686-71-2,27726-35-8,34632-04-7,79814-91-8,108260-04-4
cefalexin

Guidance literature:: Multi-step reaction with 4 steps

1: 58 percent / NaN₃ / dimethylformamide / 0.5 h

2: 86 percent / dichloromethanephosphonic acid mono-pyridinium salt / dioxane / 10 h / Heating

3: zinc dust / formic acid / 1.5 h / 45 °C

4: formic acid / H₂O; acetonitrile / 0.5 h / 0 °C / pH=4.5

With formic acid; sodium azide; dichloromethanephosphonic acid mono-pyridinium salt; zinc; In 1,4-dioxane; formic acid; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0040-4020(84)85096-6