diphenylmethyl 7β-<(E)-4-chloro-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyramido>-3-vinyl-3-cephem-4-carboxylate

Base Information

Chemical Name:diphenylmethyl 7β-<(E)-4-chloro-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyramido>-3-vinyl-3-cephem-4-carboxylate
CAS No.:108908-50-5
Molecular Formula:C₃₅H₂₉ClN₄O₁₀S
Molecular Weight:733.155
Hs Code.:

Synonyms:diphenylmethyl 7β-<(E)-4-chloro-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyramido>-3-vinyl-3-cephem-4-carboxylate

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Chemical Property of diphenylmethyl 7β-<(E)-4-chloro-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyramido>-3-vinyl-3-cephem-4-carboxylate

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Technology Process of diphenylmethyl 7β-<(E)-4-chloro-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyramido>-3-vinyl-3-cephem-4-carboxylate

There total 4 articles about diphenylmethyl 7β-<(E)-4-chloro-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyramido>-3-vinyl-3-cephem-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:

: 108908-46-9
p-nitrobenzyl chloroacetate

: 108908-50-5
diphenylmethyl 7β-<(E)-4-chloro-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyramido>-3-vinyl-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 54.5 percent / K₂CO₃ / ethyl acetate; dimethylformamide / 5 h / 50 °C

2: 92.7 percent / TFA / various solvent(s) / 2 h / Ambient temperature

3: 12.7 percent / sulfuryl chloride / acetic acid / 5 h / 50 - 55 °C

4: 1.) POCl₃, DMF; 2.) N-(trimethylsilyl)acetamide / 1.) EtOAc, 0-5 deg C, 30 min; 2.) THF, -20- -30 deg C, 30 min

With sulfuryl dichloride; potassium carbonate; N,N-dimethyl-formamide; N-Trimethylsilylacetamide; trifluoroacetic acid; trichlorophosphate; In acetic acid; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1248/cpb.34.3458

Reference yield:

: 108908-48-1
(Z)-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyric acid

: 108908-50-5
diphenylmethyl 7β-<(E)-4-chloro-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyramido>-3-vinyl-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 12.7 percent / sulfuryl chloride / acetic acid / 5 h / 50 - 55 °C

2: 1.) POCl₃, DMF; 2.) N-(trimethylsilyl)acetamide / 1.) EtOAc, 0-5 deg C, 30 min; 2.) THF, -20- -30 deg C, 30 min

With sulfuryl dichloride; N,N-dimethyl-formamide; N-Trimethylsilylacetamide; trichlorophosphate; In acetic acid;
DOI:10.1248/cpb.34.3458

Reference yield:

: 108908-47-0
tert-butyl (Z)-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyrate

: 108908-50-5
diphenylmethyl 7β-<(E)-4-chloro-2-p-nitrobenzyloxycarbonylmethoxyimino-3-oxobutyramido>-3-vinyl-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 92.7 percent / TFA / various solvent(s) / 2 h / Ambient temperature

2: 12.7 percent / sulfuryl chloride / acetic acid / 5 h / 50 - 55 °C

3: 1.) POCl₃, DMF; 2.) N-(trimethylsilyl)acetamide / 1.) EtOAc, 0-5 deg C, 30 min; 2.) THF, -20- -30 deg C, 30 min

With sulfuryl dichloride; N,N-dimethyl-formamide; N-Trimethylsilylacetamide; trifluoroacetic acid; trichlorophosphate; In acetic acid;
DOI:10.1248/cpb.34.3458