diphenylmethyl(1S,6R,7S)-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)-7-(thien-2-yl)acetamidoceph-3-em-4-carboxylate-1-oxide

Base Information

Chemical Name:diphenylmethyl(1S,6R,7S)-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)-7-(thien-2-yl)acetamidoceph-3-em-4-carboxylate-1-oxide
CAS No.:98376-21-7
Molecular Formula:C₃₀H₂₈N₆O₆S₃
Molecular Weight:664.787
Hs Code.:

Synonyms:diphenylmethyl(1S,6R,7S)-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)-7-(thien-2-yl)acetamidoceph-3-em-4-carboxylate-1-oxide

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Chemical Property of diphenylmethyl(1S,6R,7S)-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)-7-(thien-2-yl)acetamidoceph-3-em-4-carboxylate-1-oxide

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Technology Process of diphenylmethyl(1S,6R,7S)-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)-7-(thien-2-yl)acetamidoceph-3-em-4-carboxylate-1-oxide

There total 10 articles about diphenylmethyl(1S,6R,7S)-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)-7-(thien-2-yl)acetamidoceph-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: 64.0%

: 98376-20-6
diphenylmethyl(1S,6R,7S)-3-bromomethyl-7-methoxy-7-(thien-2-yl)acetamidoceph-3-em-4-carboxylate-1-oxide

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

: 98376-21-7
diphenylmethyl(1S,6R,7S)-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)-7-(thien-2-yl)acetamidoceph-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:

: 39098-97-0
2-thienylacetic acid chloride

: 98376-21-7
diphenylmethyl(1S,6R,7S)-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)-7-(thien-2-yl)acetamidoceph-3-em-4-carboxylate-1-oxide

Guidance literature:: Multi-step reaction with 2 steps

1: 27 percent / propylene oxide, MgO / CH₂Cl₂ / 5.5 h / 0 °C

2: 64 percent / NaHCO₃ / dimethylformamide / 1 h

With magnesium oxide; sodium hydrogencarbonate; methyloxirane; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)96571-8

Reference yield:

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

: 98376-21-7
diphenylmethyl(1S,6R,7S)-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)-7-(thien-2-yl)acetamidoceph-3-em-4-carboxylate-1-oxide

Guidance literature:: Multi-step reaction with 8 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

7: 27 percent / propylene oxide, MgO / CH₂Cl₂ / 5.5 h / 0 °C

8: 64 percent / NaHCO₃ / dimethylformamide / 1 h

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