5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-(dibromomethylene)-8-oxo-, diphenylmethyl ester, (6R)-

Base Information

Chemical Name:5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-(dibromomethylene)-8-oxo-, diphenylmethyl ester, (6R)-
CAS No.:162252-93-9
Molecular Formula:C24H19Br2NO5S
Molecular Weight:593.293
Hs Code.:
Mol file:162252-93-9.mol

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-(dibromomethylene)-8-oxo-, diphenylmethyl ester, (6R)-

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Technology Process of 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-(dibromomethylene)-8-oxo-, diphenylmethyl ester, (6R)-

There total 9 articles about 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-(dibromomethylene)-8-oxo-, diphenylmethyl ester, (6R)- 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: 61.0%

: 59128-53-9
benzhydryl 7-oxocephalosporanate

: 558-13-4
carbon tetrabromide

: 162252-93-9
benzhydryl 7-(dibromomethylene)cephalosporanate

Guidance literature:: With triphenylphosphine;
DOI:10.1016/S0040-4039(98)02691-4

Reference yield: 61.0%

: 59128-53-9
benzhydryl 7-oxocephalosporanate

: 42867-45-8
(dibromomethylene)triphenylphosphorane

: 162252-93-9
benzhydryl 7-(dibromomethylene)cephalosporanate

Guidance literature:: In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1021/jm00006a022

Reference yield:

: 908093-98-1
diazodiphenylmethane

: 162252-93-9
benzhydryl 7-(dibromomethylene)cephalosporanate

Guidance literature:: Multi-step reaction with 3 steps

1: 41 percent / methanol; CH₂Cl₂ / 44 h / Ambient temperature

2: 1.) Tf₂O, Et₃N, 2.) aq. HCl / 1.) CH₂Cl₂, from -78 deg C to 0 deg C, 1 h, 2.) CH₂Cl₂, -78 deg C, 30 min

3: 1.) Ph₃P / 1.) CH₂Cl₂, RT, 30 min, 2.) CH₂Cl₂, -78 deg C, 30 min

With hydrogenchloride; trifluoromethylsulfonic anhydride; triethylamine; triphenylphosphine; In methanol; dichloromethane;
DOI:10.1021/jm970351x