benzhydryl 7-formamido-3-(1-piperidinyl)carbonyloxymethyl-3-cephem-4-carboxylate

Base Information

Chemical Name:benzhydryl 7-formamido-3-(1-piperidinyl)carbonyloxymethyl-3-cephem-4-carboxylate
CAS No.:142966-83-4
Molecular Formula:C₂₈H₂₉N₃O₆S
Molecular Weight:535.621
Hs Code.:

Synonyms:benzhydryl 7-formamido-3-(1-piperidinyl)carbonyloxymethyl-3-cephem-4-carboxylate

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Chemical Property of benzhydryl 7-formamido-3-(1-piperidinyl)carbonyloxymethyl-3-cephem-4-carboxylate

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Technology Process of benzhydryl 7-formamido-3-(1-piperidinyl)carbonyloxymethyl-3-cephem-4-carboxylate

There total 5 articles about benzhydryl 7-formamido-3-(1-piperidinyl)carbonyloxymethyl-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: 93.0%

: 142966-84-5
benzhydryl 7-formamido-3-(1-piperidinyl)carbonyloxymethyl-3-cephem-4-carboxylate-1-oxide

: 142966-83-4
benzhydryl 7-formamido-3-(1-piperidinyl)carbonyloxymethyl-3-cephem-4-carboxylate

Guidance literature:: With phosphorus trichloride; In N,N-dimethyl-formamide; at -20 ℃; for 0.583333h;
DOI:10.7164/antibiotics.47.1507

Reference yield:

: 27267-35-2
7-formylamino-3-acetoxymethyl-3-cephem-4-carboxylic acid

: 142966-83-4
benzhydryl 7-formamido-3-(1-piperidinyl)carbonyloxymethyl-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaOAc; phosphate buffer, wheat bran, 2.) 1M HCl / 1.) H₂O, 18 h, pH 6.5, 2.) CH₂Cl₂, H₂O, 20 deg C, 14 h, pH 2.8

2: 1.) THF, 0 deg C, 2 h, 2.) THF, 0 deg C, 18 h

3: 44 percent / m-CPBA / ethyl acetate / 0.58 h / 0 °C

4: 93 percent / PCl₃ / dimethylformamide / 0.58 h / -20 °C

With hydrogenchloride; phosphate buffer; wheat bran; sodium acetate; 3-chloro-benzenecarboperoxoic acid; phosphorus trichloride; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.7164/antibiotics.47.1507

Reference yield:

: 957-68-6
7-Aminocephalosporanic acid

: 142966-83-4
benzhydryl 7-formamido-3-(1-piperidinyl)carbonyloxymethyl-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) acetic anhydride / 1.) 40 deg C, 30 min, 2.) r.t., 2 h

2: 1.) NaOAc; phosphate buffer, wheat bran, 2.) 1M HCl / 1.) H₂O, 18 h, pH 6.5, 2.) CH₂Cl₂, H₂O, 20 deg C, 14 h, pH 2.8

3: 1.) THF, 0 deg C, 2 h, 2.) THF, 0 deg C, 18 h

4: 44 percent / m-CPBA / ethyl acetate / 0.58 h / 0 °C

5: 93 percent / PCl₃ / dimethylformamide / 0.58 h / -20 °C

With hydrogenchloride; phosphate buffer; wheat bran; sodium acetate; acetic anhydride; 3-chloro-benzenecarboperoxoic acid; phosphorus trichloride; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.7164/antibiotics.47.1507