diphenylmethyl(1S,6R,7S)-7-amino-3-bromomethyl-7-methoxyceph-3-em-4-carboxylate-1-oxide hydrobromide

Base Information

Chemical Name:diphenylmethyl(1S,6R,7S)-7-amino-3-bromomethyl-7-methoxyceph-3-em-4-carboxylate-1-oxide hydrobromide
CAS No.:98376-16-0
Molecular Formula:BrH*C₂₂H₂₁BrN₂O₅S
Molecular Weight:586.301
Hs Code.:

Synonyms:diphenylmethyl(1S,6R,7S)-7-amino-3-bromomethyl-7-methoxyceph-3-em-4-carboxylate-1-oxide hydrobromide

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Chemical Property of diphenylmethyl(1S,6R,7S)-7-amino-3-bromomethyl-7-methoxyceph-3-em-4-carboxylate-1-oxide hydrobromide

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Technology Process of diphenylmethyl(1S,6R,7S)-7-amino-3-bromomethyl-7-methoxyceph-3-em-4-carboxylate-1-oxide hydrobromide

There total 7 articles about diphenylmethyl(1S,6R,7S)-7-amino-3-bromomethyl-7-methoxyceph-3-em-4-carboxylate-1-oxide hydrobromide 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: 90.0%

: 98376-14-8
diphenylmethyl(1S,6R,7S)-3-bromomethyl-7-formamido-7-methoxyceph-3-em-4-carboxylate-1-oxide

: 98376-16-0
diphenylmethyl(1S,6R,7S)-7-amino-3-bromomethyl-7-methoxyceph-3-em-4-carboxylate-1-oxide hydrobromide

Guidance literature:: With phosphorus tribromide; In methanol; diethyl ether; at 0 ℃; for 1h;
DOI:10.1016/S0040-4020(01)96571-8

Reference yield:

: 33748-47-9
diphenylmethyl(6R,7R)-7-formamido-3-methylceph-3-em-4-carboxylate

: 98376-16-0
diphenylmethyl(1S,6R,7S)-7-amino-3-bromomethyl-7-methoxyceph-3-em-4-carboxylate-1-oxide hydrobromide

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / peracetic acid / 1,2-dichloro-ethane / 0.5 h

2: 60 percent / NaOAc, HOAc, 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) / CH₂Cl₂; H₂O / 0.67 h / -10 °C / Irradiation; pH=7

3: 77 percent / PBr₃ / CH₂Cl₂ / 1 h / -20 °C

4: LiOMe, t-butyl hypochlorite / tetrahydrofuran / 0.1 h / -70 °C

5: 90percent m-chloroperbenzoic acid / 1.) -20 deg C, 5 min; 2.) up to RT, 1 h

6: 90 percent / PBr₃ / diethyl ether; methanol / 1 h / 0 °C

With peracetic acid; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; tert-butylhypochlorite; lithium methanolate; sodium acetate; phosphorus tribromide; acetic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4020(01)96571-8

Reference yield:

: 33748-49-1
diphenylmethyl(6R,7R)-3-bromomethyl-7-formamido-ceph-3-em-4-carboxylate

: 98376-16-0
diphenylmethyl(1S,6R,7S)-7-amino-3-bromomethyl-7-methoxyceph-3-em-4-carboxylate-1-oxide hydrobromide

Guidance literature:: Multi-step reaction with 3 steps

1: LiOMe, t-butyl hypochlorite / tetrahydrofuran / 0.1 h / -70 °C

2: 90percent m-chloroperbenzoic acid / 1.) -20 deg C, 5 min; 2.) up to RT, 1 h

3: 90 percent / PBr₃ / diethyl ether; methanol / 1 h / 0 °C

With tert-butylhypochlorite; lithium methanolate; phosphorus tribromide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; diethyl ether;
DOI:10.1016/S0040-4020(01)96571-8