Tert-butyl-(6R,7R)-3-(2,4-dinitrostyryl)-7-phenylacetamido-ceph-3-em-4-carboxylate

Base Information

Chemical Name:Tert-butyl-(6R,7R)-3-(2,4-dinitrostyryl)-7-phenylacetamido-ceph-3-em-4-carboxylate
CAS No.:190790-94-4
Molecular Formula:C₂₇H₂₆N₄O₈S
Molecular Weight:566.591
Hs Code.:

Synonyms:Tert-butyl-(6R,7R)-3-(2,4-dinitrostyryl)-7-phenylacetamido-ceph-3-em-4-carboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Tert-butyl-(6R,7R)-3-(2,4-dinitrostyryl)-7-phenylacetamido-ceph-3-em-4-carboxylate

Chemical Property:

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Technology Process of Tert-butyl-(6R,7R)-3-(2,4-dinitrostyryl)-7-phenylacetamido-ceph-3-em-4-carboxylate

There total 3 articles about Tert-butyl-(6R,7R)-3-(2,4-dinitrostyryl)-7-phenylacetamido-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:

: tert-butyl (1S,6R,7R)-3-bromomethyl-1-oxo-7-phenylacetamido-3-cephem-4-carboxylate

: 190790-94-4
Tert-butyl-(6R,7R)-3-(2,4-dinitrostyryl)-7-phenylacetamido-ceph-3-em-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: methanol; methyl acetate / 1.) reflux, 3 h, 2.) 0 deg C, 1.5 h

2: PCl₃ / CH₂Cl₂ / 1 h / -10 °C

3: 1 M aq. NaHCO₃ / CH₂Cl₂ / 2 h

With sodium hydrogencarbonate; phosphorus trichloride; In methanol; dichloromethane; acetic acid methyl ester;
DOI:10.1055/s-1998-2018

Reference yield:

: ((5S,6R,7R)-2-tert-Butoxycarbonyl-5,8-dioxo-7-phenylacetylamino-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-ylmethyl)-triphenyl-phosphonium; bromide

: 190790-94-4
Tert-butyl-(6R,7R)-3-(2,4-dinitrostyryl)-7-phenylacetamido-ceph-3-em-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: PCl₃ / CH₂Cl₂ / 1 h / -10 °C

2: 1 M aq. NaHCO₃ / CH₂Cl₂ / 2 h

With sodium hydrogencarbonate; phosphorus trichloride; In dichloromethane;
DOI:10.1055/s-1998-2018

Reference yield:

: 528-75-6
2,4-dinitrobenzaldehyde

: (6R,7R)-3-Methylene-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid tert-butyl ester

: (6R,7R)-3-[(Z)-2-(2,4-Dinitro-phenyl)-vinyl]-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester

: 190790-94-4
Tert-butyl-(6R,7R)-3-(2,4-dinitrostyryl)-7-phenylacetamido-ceph-3-em-4-carboxylate

Guidance literature:: With sodium hydrogencarbonate; In dichloromethane; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1055/s-1998-2018