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

Base Information

Chemical Name:diphenylmethyl(6R,7S)-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)-7-(thien-2-yl)acetamidoceph-3-em-4-carboxylate
CAS No.:64551-27-5
Molecular Formula:C₃₀H₂₈N₆O₅S₃
Molecular Weight:648.788
Hs Code.:

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

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

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

There total 11 articles about diphenylmethyl(6R,7S)-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)-7-(thien-2-yl)acetamidoceph-3-em-4-carboxylate 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%

: 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

: 64551-27-5
diphenylmethyl(6R,7S)-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)-7-(thien-2-yl)acetamidoceph-3-em-4-carboxylate

Guidance literature:: With acetyl chloride; potassium iodide; In N,N-dimethyl-formamide; at 0 ℃; for 1.5h;
DOI:10.1016/S0040-4020(01)96571-8

Reference yield:

: 39098-97-0
2-thienylacetic acid chloride

: 64551-27-5
diphenylmethyl(6R,7S)-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)-7-(thien-2-yl)acetamidoceph-3-em-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

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

2: 64 percent / NaHCO₃ / dimethylformamide / 1 h

3: 61 percent / KI, acetyl chloride (AcCl) / dimethylformamide / 1.5 h / 0 °C

With magnesium oxide; sodium hydrogencarbonate; acetyl chloride; methyloxirane; potassium iodide; 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

: 64551-27-5
diphenylmethyl(6R,7S)-7-methoxy-3-(1-methyltetrazol-5-ylthiomethyl)-7-(thien-2-yl)acetamidoceph-3-em-4-carboxylate

Guidance literature:: Multi-step reaction with 9 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

9: 61 percent / KI, acetyl chloride (AcCl) / dimethylformamide / 1.5 h / 0 °C

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; acetyl chloride; 3-chloro-benzenecarboperoxoic acid; methyloxirane; potassium iodide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)96571-8