diphenylmethyl 3-t-butyldimethylsiloxymethyl-3-cephem-4-carboxylate

Base Information

• Chemical Name: diphenylmethyl 3-t-butyldimethylsiloxymethyl-3-cephem-4-carboxylate
• CAS No.: 128989-89-9
• Molecular Formula: C₂₇H₃₃NO₄SSi
• Molecular Weight: 495.715
• Mol file: 128989-89-9.mol

Synonyms:diphenylmethyl 3-t-butyldimethylsiloxymethyl-3-cephem-4-carboxylate

Chemical Property of diphenylmethyl 3-t-butyldimethylsiloxymethyl-3-cephem-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diphenylmethyl 3-t-butyldimethylsiloxymethyl-3-cephem-4-carboxylate

There total 6 articles about diphenylmethyl 3-t-butyldimethylsiloxymethyl-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: 84.0%

diphenylmethyl 7β-isocyano-3-t-butyldimethylsiloxymethyl-3-cephem-4-carboxylate (128989-88-8) → diphenylmethyl 3-t-butyldimethylsiloxymethyl-3-cephem-4-carboxylate (128989-89-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 0.833333h; Heating;

DOI:10.1246/bcsj.63.412

Reference yield:

diphenylmethyl 7β-formamido-3-t-butyldimethylsiloxymethyl-3-cephem-4-carboxylate (128989-87-7) → diphenylmethyl 3-t-butyldimethylsiloxymethyl-3-cephem-4-carboxylate (128989-89-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / 2,6-lutidine, phosphoryl chloride / CH₂Cl₂ / 12 h / 4 °C

2: 84 percent / tributyltin hydride, azobisisobutyronitrile / benzene / 0.83 h / Heating

With 2,6-dimethylpyridine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; trichlorophosphate; In dichloromethane; benzene;

DOI:10.1246/bcsj.63.412

Reference yield:

diphenylmethyl 7β-(o-hydroxybenzylideneamino)-3-hydroxymethyl-3-cephem-4-carboxylate (90467-27-9) → diphenylmethyl 3-t-butyldimethylsiloxymethyl-3-cephem-4-carboxylate (128989-89-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 70 percent / imidazole / dimethylformamide / 0.5 h / -20 °C

2: 28 percent / 1) N,N-diisopropylethylamine, 2) Girard's reagent T / 1) THF, 4 deg C, 12.5 h, 2) methanol/ethyl acetate, 0 deg C, 1 h

3: 93 percent / CH₂Cl₂ / 0.5 h / 0 °C

4: 52 percent / 2,6-lutidine, phosphoryl chloride / CH₂Cl₂ / 12 h / 4 °C

5: 84 percent / tributyltin hydride, azobisisobutyronitrile / benzene / 0.83 h / Heating

With 1H-imidazole; 2,6-dimethylpyridine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; girard's reagent T; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1246/bcsj.63.412

upstream raw materials:

diphenylmethyl 7β-isocyano-3-t-butyldimethylsiloxymethyl-3-cephem-4-carboxylate

diphenylmethyl 7β-(o-hydroxybenzylideneamino)-3-hydroxymethyl-3-cephem-4-carboxylate

diphenylmethyl 7β-formamido-3-t-butyldimethylsiloxymethyl-3-cephem-4-carboxylate

diphenylmethyl 7β-(o-hydroxybenzylideneamino)-3-t-butyldimethylsiloxymethyl-3-cephem-4-carboxylate

Downstream raw materials:

diphenylmethyl 3-hydroxyiminomethyl-3-cephem-4-carboxylate

diphenylmethyl 3-cyano-3-cephem-4-carboxylate

diphenylmethyl 3-formyl-3-cephem-4-carboxylate