diphenylmethyl 7-(2-thienylacetamido)-2-methyl-3-hydroxymethyl-ceph-2-em-4-carboxylate

Base Information

• Chemical Name: diphenylmethyl 7-(2-thienylacetamido)-2-methyl-3-hydroxymethyl-ceph-2-em-4-carboxylate
• CAS No.: 80366-17-2
• Molecular Formula: C₂₈H₂₆N₂O₅S₂
• Molecular Weight: 534.657

Synonyms:diphenylmethyl 7-(2-thienylacetamido)-2-methyl-3-hydroxymethyl-ceph-2-em-4-carboxylate

Chemical Property of diphenylmethyl 7-(2-thienylacetamido)-2-methyl-3-hydroxymethyl-ceph-2-em-4-carboxylate

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Technology Process of diphenylmethyl 7-(2-thienylacetamido)-2-methyl-3-hydroxymethyl-ceph-2-em-4-carboxylate

There total 2 articles about diphenylmethyl 7-(2-thienylacetamido)-2-methyl-3-hydroxymethyl-ceph-2-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: 62.0%

diphenylmethyl 7-(2-thienylacetamido)-2-methyl-3-formyloxymethylceph-2-em-4-carboxylate (80366-16-1) → diphenylmethyl 7-(2-thienylacetamido)-2-methyl-3-hydroxymethyl-ceph-2-em-4-carboxylate (80366-17-2)

Guidance literature:

With hydrogenchloride; In N,N-dimethyl-formamide; for 20h; Ambient temperature;

DOI:10.1248/cpb.31.1482

Reference yield:

diphenylmethyl 7-(2-thienylacetamido)-2-methylene-3-acetoxymethylceph-3-em-4-carboxylate (70056-19-8) → diphenylmethyl 7-(2-thienylacetamido)-2-methyl-3-hydroxymethyl-ceph-2-em-4-carboxylate (80366-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / Zn, formic acid / dimethylformamide / 20 h / Ambient temperature

2: 62 percent / 2 N HCl / dimethylformamide / 20 h / Ambient temperature

With hydrogenchloride; formic acid; zinc; In N,N-dimethyl-formamide;

DOI:10.1248/cpb.31.1482

Reference yield: 36.2%

diphenylmethyl 7-(2-thienylacetamido)-2-methyl-3-hydroxymethyl-ceph-2-em-4-carboxylate (80366-17-2) → diphenylmethyl 7-(2-thienylacetamido)-2-methyl-3-formylceph-2-em-4-carboxylate (80366-50-3)

Guidance literature:

With pyridine; chromium(VI) oxide; In dichloromethane; at 15 - 20 ℃; for 0.0833333h;

DOI:10.1248/cpb.31.1482

upstream raw materials:

diphenylmethyl 7-(2-thienylacetamido)-2-methyl-3-formyloxymethylceph-2-em-4-carboxylate

diphenylmethyl 7-(2-thienylacetamido)-2-methylene-3-acetoxymethylceph-3-em-4-carboxylate

Downstream raw materials:

(6R,7R)-3-Chloromethyl-4-methyl-8-oxo-7-(2-thiophen-2-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid benzhydryl ester

diphenylmethyl 7-(2-thienylacetamido)-2-methyl-3-formylceph-2-em-4-carboxylate

diphenylmethyl 7-amino-2α-methyl-3-(1-methyl-1H-tetrazol-5-yl)thiomethylceph-3-em-4-carboxylate

4-(1,1-diphenylmethoxycarbonyl)-7-(2-thienylacetamido)-2α-methyl-3-formylceph-3-em 1-oxide

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