diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-<<(trifluoromethyl)sulfonyl>oxy>ceph-3-em-4-carboxylate

Base Information

• Chemical Name: diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-<<(trifluoromethyl)sulfonyl>oxy>ceph-3-em-4-carboxylate
• CAS No.: 130516-07-3
• Molecular Formula: C₂₉H₂₃F₃N₂O₈S₂
• Molecular Weight: 648.637

Synonyms:diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-<<(trifluoromethyl)sulfonyl>oxy>ceph-3-em-4-carboxylate

Chemical Property of diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-<<(trifluoromethyl)sulfonyl>oxy>ceph-3-em-4-carboxylate

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Technology Process of diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-<<(trifluoromethyl)sulfonyl>oxy>ceph-3-em-4-carboxylate

There total 1 articles about diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-<<(trifluoromethyl)sulfonyl>oxy>ceph-3-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: 90.0%

trifluoromethylsulfonic anhydride (358-23-6) + benzhydryl 3-hydroxy-7β-(2-phenoxyacetamido)-Δ3-cephem-4-carboxylate (57561-92-9) → diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-<<(trifluoromethyl)sulfonyl>oxy>ceph-3-em-4-carboxylate (130516-07-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 1.45h;

DOI:10.1021/jo00060a054

Reference yield: 85.0%

diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-<<(trifluoromethyl)sulfonyl>oxy>ceph-3-em-4-carboxylate (130516-07-3) + dimethyl Cu(CN)Li2 → diphenylmethyl (6R,7R)-3-methyl-7β-phenoxyacetamidoceph-3-em-4-carboxylate (10209-10-6)

Guidance literature:

With boron trifluoride diethyl etherate; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0040-4039(00)97404-5

Reference yield: 75.0%

lithium diethylcuprate (38297-20-0) + diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-<<(trifluoromethyl)sulfonyl>oxy>ceph-3-em-4-carboxylate (130516-07-3) → diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-ethylceph-3-em-4-carboxylate (130516-10-8)

Guidance literature:

With boron trifluoride diethyl etherate; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0040-4039(00)97404-5

upstream raw materials:

trifluoromethylsulfonic anhydride

benzhydryl 3-hydroxy-7β-(2-phenoxyacetamido)-Δ³-cephem-4-carboxylate

Downstream raw materials:

diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-ethylceph-3-em-4-carboxylate

diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-tert-butylceph-3-em-4-carboxylate

(6R,7R)-3-Butyl-8-oxo-7-(2-phenoxy-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

diphenylmethyl (6R,7S)-7-(phenoxyacetamido)-3-phenylceph-3-em-4-carboxylate

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