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

Base Information

Chemical Name:diphenylmethyl 7β-(o-hydroxybenzylideneamino)-3-t-butyldimethylsiloxymethyl-3-cephem-4-carboxylate
CAS No.:128989-86-6
Molecular Formula:C₃₄H₃₈N₂O₅SSi
Molecular Weight:614.838
Hs Code.:

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

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

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

There total 1 articles about diphenylmethyl 7β-(o-hydroxybenzylideneamino)-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: 70.0%

: 90467-27-9
diphenylmethyl 7β-(o-hydroxybenzylideneamino)-3-hydroxymethyl-3-cephem-4-carboxylate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 128989-86-6
diphenylmethyl 7β-(o-hydroxybenzylideneamino)-3-t-butyldimethylsiloxymethyl-3-cephem-4-carboxylate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at -20 ℃; for 0.5h;
DOI:10.1246/bcsj.63.412

Reference yield: 28.0%

: 128989-86-6
diphenylmethyl 7β-(o-hydroxybenzylideneamino)-3-t-butyldimethylsiloxymethyl-3-cephem-4-carboxylate

: 128999-45-1
diphenylmethyl 7β-amino-3-t-butyldimethylsiloxymethyl-3-cephem-4-carboxylate

: 128989-84-4
diphenylmethyl 7α-amino-3-t-butyldimethylsiloxymethyl-3-cephem-4-carboxylate

Guidance literature:: With girard's reagent T; N-ethyl-N,N-diisopropylamine; Yield given. Multistep reaction; 1) THF, 4 deg C, 12.5 h, 2) methanol/ethyl acetate, 0 deg C, 1 h;
DOI:10.1246/bcsj.63.412

Reference yield:

: 128989-86-6
diphenylmethyl 7β-(o-hydroxybenzylideneamino)-3-t-butyldimethylsiloxymethyl-3-cephem-4-carboxylate

: 128989-90-2
diphenylmethyl 3-formyl-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 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

2: 93 percent / CH₂Cl₂ / 0.5 h / 0 °C

3: 52 percent / 2,6-lutidine, phosphoryl chloride / CH₂Cl₂ / 12 h / 4 °C

4: 84 percent / tributyltin hydride, azobisisobutyronitrile / benzene / 0.83 h / Heating

5: 1) boron trifluoride etherate, 2) Collins reagent / 1) acetonitrile, -25 deg C, 20 min, 2) dichloromethane, room temp., 30 min

With 2,6-dimethylpyridine; 2,2'-azobis(isobutyronitrile); Collins oxidation agent; boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; girard's reagent T; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In dichloromethane; benzene;
DOI:10.1246/bcsj.63.412