p-nitrobenzyl (7S,6R)-7-(phenoxyacetamido)-3-vinyl-1-carba-1-dethia-3-cephem-4-carboxylate

Base Information

• Chemical Name: p-nitrobenzyl (7S,6R)-7-(phenoxyacetamido)-3-vinyl-1-carba-1-dethia-3-cephem-4-carboxylate
• CAS No.: 127023-91-0
• Molecular Formula: C₂₅H₂₃N₃O₇
• Molecular Weight: 477.474

Synonyms:p-nitrobenzyl (7S,6R)-7-(phenoxyacetamido)-3-vinyl-1-carba-1-dethia-3-cephem-4-carboxylate

Chemical Property of p-nitrobenzyl (7S,6R)-7-(phenoxyacetamido)-3-vinyl-1-carba-1-dethia-3-cephem-4-carboxylate

Chemical Property:

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Technology Process of p-nitrobenzyl (7S,6R)-7-(phenoxyacetamido)-3-vinyl-1-carba-1-dethia-3-cephem-4-carboxylate

There total 1 articles about p-nitrobenzyl (7S,6R)-7-(phenoxyacetamido)-3-vinyl-1-carba-1-dethia-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: 77.0%

tri-n-butyl(vinyl)tin (7486-35-3) + p-nitrobenzyl (7S,6R)-7-(phenoxyacetamido)-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylate (108493-71-6) → p-nitrobenzyl (7S,6R)-7-(phenoxyacetamido)-3-vinyl-1-carba-1-dethia-3-cephem-4-carboxylate (127023-91-0)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); lithium chloride; In N,N-dimethyl-formamide; for 0.5h;

DOI:10.1021/jm00168a019

Reference yield: 72.0%

p-nitrobenzyl (7S,6R)-7-(phenoxyacetamido)-3-vinyl-1-carba-1-dethia-3-cephem-4-carboxylate (127023-91-0) → p-nitrobenzyl (7S,6R)-7-(phenoxyacetamido)-3-formyl-1-carba-1-dethia-3-cephem-4-carboxylate (127132-83-6)

Guidance literature:

With ozone; In methanol; dichloromethane; at -78 ℃; for 0.666667h;

DOI:10.1021/jm00168a019

Reference yield: 43.0%

p-nitrobenzyl (7S,6R)-7-(phenoxyacetamido)-3-vinyl-1-carba-1-dethia-3-cephem-4-carboxylate (127023-91-0) + N-aminophthalamide (1875-48-5) → 4-p-nitrobenzyl-(7β)-phenoxyacetamido-1-carba-1-dethia-3-vinyl-cephem-4-carboxylate C3,C4-N-phthalimidoaminoaziridine (139396-59-1)

Guidance literature:

With lead(IV) acetate; In dichloromethane; for 0.5h; Ambient temperature;

upstream raw materials:

tri-n-butyl(vinyl)tin

p-nitrobenzyl (7S,6R)-7-(phenoxyacetamido)-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylate

Downstream raw materials:

p-nitrobenzyl (7S,6R)-7-(phenoxyacetamido)-3-formyl-1-carba-1-dethia-3-cephem-4-carboxylate

4-p-nitrobenzyl-(7β)-phenoxyacetamido-1-carba-1-dethia-3-vinyl-cephem-4-carboxylate C3,C4-N-phthalimidoaminoaziridine

(6R,7S)-3-Acetoxymethyl-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

allyl (7S,6R)-7-(phenoxyacetamido)-3-(acetoxymethyl)-1-carba-1-dethia-3-cephem-4-carboxylate

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