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

Base Information

• Chemical Name: diphenylmethyl (7S,6R)-7-(phenoxyacetamido)-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylate
• CAS No.: 123078-32-0
• Molecular Formula: C₃₀H₂₅F₃N₂O₈S
• Molecular Weight: 630.598
• Mol file: 123078-32-0.mol

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

Chemical Property of diphenylmethyl (7S,6R)-7-(phenoxyacetamido)-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diphenylmethyl (7S,6R)-7-(phenoxyacetamido)-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylate

There total 4 articles about diphenylmethyl (7S,6R)-7-(phenoxyacetamido)-3-{[(trifluoromethyl)sulfonyl]oxy}-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: 75.0%

7β-[(phenoxyacetyl)amino]-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylic acid (123077-99-6) + diazodiphenylmethane (908093-98-1) → diphenylmethyl (7S,6R)-7-(phenoxyacetamido)-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylate (123078-32-0)

Guidance literature:

In acetonitrile; for 2h; Ambient temperature;

DOI:10.1021/jm00131a005

Reference yield:

p-nitrobenzyl (7S,6R)-7-(phenoxyacetamido)-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylate (108493-71-6) → diphenylmethyl (7S,6R)-7-(phenoxyacetamido)-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylate (123078-32-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Zn, HCl

2: acetonitrile

With hydrogenchloride; zinc; In acetonitrile;

DOI:10.1016/S0960-894X(98)00204-2

Reference yield:

p-nitrobenzyl 7β-[(phenoxyacetyl)amino]-3-hydroxy-1-carba-1-dethia-3-cephem-4-carboxylate (119892-46-5) → diphenylmethyl (7S,6R)-7-(phenoxyacetamido)-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylate (123078-32-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 5.5 g / Et₃N / CH₂Cl₂ / 0.08 h / -40 °C

2: 15.07 g / Zn, 1 N HCl / dimethylformamide; tetrahydrofuran / 4 h / Ambient temperature

3: 75 percent / acetonitrile / 2 h / Ambient temperature

With hydrogenchloride; triethylamine; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm00131a005

upstream raw materials:

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

3,3-diphenyl-3H-diazirine

7β-[(phenoxyacetyl)amino]-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylic acid

diazodiphenylmethane

Downstream raw materials:

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

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

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

(6R,7S)-8-Oxo-7-(2-phenoxy-acetylamino)-3-prop-1-ynyl-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester