p-nitrobenzyl 7β-t-butyloxycarbonylamino-1-carba(1-dethia)-3-(2-bromo-1,1-diethoxyethyl)-3-cephem-4-carboxylate

Base Information

Chemical Name:p-nitrobenzyl 7β-t-butyloxycarbonylamino-1-carba(1-dethia)-3-(2-bromo-1,1-diethoxyethyl)-3-cephem-4-carboxylate
CAS No.:138038-52-5
Molecular Formula:C₂₆H₃₄BrN₃O₉
Molecular Weight:612.475
Hs Code.:

Synonyms:p-nitrobenzyl 7β-t-butyloxycarbonylamino-1-carba(1-dethia)-3-(2-bromo-1,1-diethoxyethyl)-3-cephem-4-carboxylate

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Chemical Property of p-nitrobenzyl 7β-t-butyloxycarbonylamino-1-carba(1-dethia)-3-(2-bromo-1,1-diethoxyethyl)-3-cephem-4-carboxylate

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Technology Process of p-nitrobenzyl 7β-t-butyloxycarbonylamino-1-carba(1-dethia)-3-(2-bromo-1,1-diethoxyethyl)-3-cephem-4-carboxylate

There total 5 articles about p-nitrobenzyl 7β-t-butyloxycarbonylamino-1-carba(1-dethia)-3-(2-bromo-1,1-diethoxyethyl)-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: 87.0%

: 138038-51-4
p-nitrobenzyl 7β-phenoxyacetyl-t-butyloxycarbonylamino-1-carba(1-dethia)-3-(2-bromo-1,1-diethoxyethyl)-3-cephem-4-carboxylate

: 138038-52-5
p-nitrobenzyl 7β-t-butyloxycarbonylamino-1-carba(1-dethia)-3-(2-bromo-1,1-diethoxyethyl)-3-cephem-4-carboxylate

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; for 0.5h; ultrasonic irradiation;
DOI:10.7164/antibiotics.47.1052

Reference yield:

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

: 138038-52-5
p-nitrobenzyl 7β-t-butyloxycarbonylamino-1-carba(1-dethia)-3-(2-bromo-1,1-diethoxyethyl)-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 74 percent / LiCl / dichloropalladium(II) diacetonitrilate / dimethylformamide / 1 h / Ambient temperature

2: 1.0M Br₂, 2,6-lutidine / CH₂Cl₂; CCl₄

3: 91 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / Ambient temperature

4: 87 percent / 1.0M LiOH / tetrahydrofuran / 0.5 h / ultrasonic irradiation

With 2,6-dimethylpyridine; dmap; lithium hydroxide; bromine; lithium chloride; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.7164/antibiotics.47.1052

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 138038-52-5
p-nitrobenzyl 7β-t-butyloxycarbonylamino-1-carba(1-dethia)-3-(2-bromo-1,1-diethoxyethyl)-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / Ambient temperature

2: 87 percent / 1.0M LiOH / tetrahydrofuran / 0.5 h / ultrasonic irradiation

With dmap; lithium hydroxide; In tetrahydrofuran; dichloromethane;
DOI:10.7164/antibiotics.47.1052