benzhydryl 7β-(2-(thien-2-yl)acetamido)-3-<<<<(4-methylbenzoyl)hydrazino>carbonyl>oxy>methyl>-3-cephem-4-carboxylate 1β-sulfoxide

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Chemical Name:benzhydryl 7β-(2-(thien-2-yl)acetamido)-3-<<<<(4-methylbenzoyl)hydrazino>carbonyl>oxy>methyl>-3-cephem-4-carboxylate 1β-sulfoxide
CAS No.:139607-37-7
Molecular Formula:C₃₆H₃₂N₄O₈S₂
Molecular Weight:712.804
Hs Code.:

Synonyms:benzhydryl 7β-(2-(thien-2-yl)acetamido)-3-<<<<(4-methylbenzoyl)hydrazino>carbonyl>oxy>methyl>-3-cephem-4-carboxylate 1β-sulfoxide

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Chemical Property of benzhydryl 7β-(2-(thien-2-yl)acetamido)-3-<<<<(4-methylbenzoyl)hydrazino>carbonyl>oxy>methyl>-3-cephem-4-carboxylate 1β-sulfoxide

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Technology Process of benzhydryl 7β-(2-(thien-2-yl)acetamido)-3-<<<<(4-methylbenzoyl)hydrazino>carbonyl>oxy>methyl>-3-cephem-4-carboxylate 1β-sulfoxide

There total 5 articles about benzhydryl 7β-(2-(thien-2-yl)acetamido)-3-<<<<(4-methylbenzoyl)hydrazino>carbonyl>oxy>methyl>-3-cephem-4-carboxylate 1β-sulfoxide 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: 65.0%

: 134479-96-2
benzhydryl 7β-(2-(thien-2-yl)acetamido)-3-<<<(4-nitrophenoxy)carbonyl>oxy>methyl>-3-cephem-4-carboxylate 1β-sulfoxide

: 3619-22-5
p-toluic hydrazide

: 139607-37-7
benzhydryl 7β-(2-(thien-2-yl)acetamido)-3-<<<<(4-methylbenzoyl)hydrazino>carbonyl>oxy>methyl>-3-cephem-4-carboxylate 1β-sulfoxide

Guidance literature:: With pyridine; N-ethyl-N,N-diisopropylamine; for 16h; Ambient temperature;
DOI:10.1021/jo00034a027

Reference yield:

: 30200-18-1
7-β-<2-(thien-2-yl)acetamido>-3-hydroxymethyl-2-cephem-4-carboxylic acid

: 139607-37-7
benzhydryl 7β-(2-(thien-2-yl)acetamido)-3-<<<<(4-methylbenzoyl)hydrazino>carbonyl>oxy>methyl>-3-cephem-4-carboxylate 1β-sulfoxide

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / acetone; acetonitrile / 1 h / Ambient temperature

2: 74 percent / 2,6-lutidine / DMAP / tetrahydrofuran / 0 deg C to room temperature, overnight

3: 86 percent / m-CPBA / CH₂Cl₂ / 1 h / 0 °C

4: 65 percent / pyridine / i-Pr₂NEt / 16 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; 3-chloro-benzenecarboperoxoic acid; dmap; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetone; acetonitrile;
DOI:10.1021/jo00034a027

Reference yield:

: 57832-67-4
benzhydryl 7β-(2-(thien-2-yl)acetamido)-3-(hydroxymethyl)-2-cephem-4-carboxylate

: 139607-37-7
benzhydryl 7β-(2-(thien-2-yl)acetamido)-3-<<<<(4-methylbenzoyl)hydrazino>carbonyl>oxy>methyl>-3-cephem-4-carboxylate 1β-sulfoxide

Guidance literature:: Multi-step reaction with 3 steps

1: 74 percent / 2,6-lutidine / DMAP / tetrahydrofuran / 0 deg C to room temperature, overnight

2: 86 percent / m-CPBA / CH₂Cl₂ / 1 h / 0 °C

3: 65 percent / pyridine / i-Pr₂NEt / 16 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; 3-chloro-benzenecarboperoxoic acid; dmap; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00034a027