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

Base Information

Chemical Name:7β-(2-(thien-2-yl)acetamido)-3-<<<<(4-methylbenzoyl)hydrazino>carbonyl>oxy>methyl>-3-cephem-4-carboxylic acid 1β-sulfoxide
CAS No.:139684-62-1
Molecular Formula:C₂₃H₂₂N₄O₈S₂
Molecular Weight:546.582
Hs Code.:

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

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

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

There total 5 articles about 7β-(2-(thien-2-yl)acetamido)-3-<<<<(4-methylbenzoyl)hydrazino>carbonyl>oxy>methyl>-3-cephem-4-carboxylic acid 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: 68.0%

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

: 139684-62-1
7β-(2-(thien-2-yl)acetamido)-3-<<<<(4-methylbenzoyl)hydrazino>carbonyl>oxy>methyl>-3-cephem-4-carboxylic acid 1β-sulfoxide

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.75h;
DOI:10.1021/jo00034a027

Reference yield:

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

: 139684-62-1
7β-(2-(thien-2-yl)acetamido)-3-<<<<(4-methylbenzoyl)hydrazino>carbonyl>oxy>methyl>-3-cephem-4-carboxylic acid 1β-sulfoxide

Guidance literature:: Multi-step reaction with 5 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

5: 68 percent / triethylsilane, TFA / CH₂Cl₂ / 0.75 h / 0 °C

With pyridine; 2,6-dimethylpyridine; triethylsilane; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic 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

: 139684-62-1
7β-(2-(thien-2-yl)acetamido)-3-<<<<(4-methylbenzoyl)hydrazino>carbonyl>oxy>methyl>-3-cephem-4-carboxylic acid 1β-sulfoxide

Guidance literature:: Multi-step reaction with 4 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

4: 68 percent / triethylsilane, TFA / CH₂Cl₂ / 0.75 h / 0 °C

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