diphenylmethyl(1R,6R,7S)-7-formamido-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)ceph-3-em-4-carboxylate-1-oxide

Base Information

Chemical Name:diphenylmethyl(1R,6R,7S)-7-formamido-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)ceph-3-em-4-carboxylate-1-oxide
CAS No.:98376-18-2
Molecular Formula:C₂₅H₂₄N₆O₆S₂
Molecular Weight:568.634
Hs Code.:

Synonyms:diphenylmethyl(1R,6R,7S)-7-formamido-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)ceph-3-em-4-carboxylate-1-oxide

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Chemical Property of diphenylmethyl(1R,6R,7S)-7-formamido-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)ceph-3-em-4-carboxylate-1-oxide

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Technology Process of diphenylmethyl(1R,6R,7S)-7-formamido-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)ceph-3-em-4-carboxylate-1-oxide

There total 7 articles about diphenylmethyl(1R,6R,7S)-7-formamido-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)ceph-3-em-4-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: 63.0%

: 98376-15-9
diphenylmethyl(1R,6R,7S)-3-bromomethyl-7-formamido-7-methoxyceph-3-em-4-carboxylate-1-oxide

: 13183-79-4
1-methyl-5-mercaptotetrazole

: 98376-18-2
diphenylmethyl(1R,6R,7S)-7-formamido-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)ceph-3-em-4-carboxylate-1-oxide

Guidance literature:: With sodium hydrogencarbonate; In N,N-dimethyl-formamide; 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

: 98376-18-2
diphenylmethyl(1R,6R,7S)-7-formamido-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)ceph-3-em-4-carboxylate-1-oxide

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: 63 percent / NaHCO₃ / dimethylformamide / 1 h

With peracetic acid; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; tert-butylhypochlorite; lithium methanolate; sodium acetate; phosphorus tribromide; sodium hydrogencarbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
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

: 98376-18-2
diphenylmethyl(1R,6R,7S)-7-formamido-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)ceph-3-em-4-carboxylate-1-oxide

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: 63 percent / NaHCO₃ / dimethylformamide / 1 h

With tert-butylhypochlorite; lithium methanolate; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)96571-8