p-nitrobenzyl 6α-bromo-2β-<(pivaloyloxy)methyl>-2α-methylpenam-3α-carboxylate 1,1-dioxide

Base Information

Chemical Name:p-nitrobenzyl 6α-bromo-2β-<(pivaloyloxy)methyl>-2α-methylpenam-3α-carboxylate 1,1-dioxide
CAS No.:95122-94-4
Molecular Formula:C₂₀H₂₃BrN₂O₉S
Molecular Weight:547.381
Hs Code.:

Synonyms:

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Chemical Property of p-nitrobenzyl 6α-bromo-2β-<(pivaloyloxy)methyl>-2α-methylpenam-3α-carboxylate 1,1-dioxide

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Technology Process of p-nitrobenzyl 6α-bromo-2β-<(pivaloyloxy)methyl>-2α-methylpenam-3α-carboxylate 1,1-dioxide

There total 4 articles about p-nitrobenzyl 6α-bromo-2β-<(pivaloyloxy)methyl>-2α-methylpenam-3α-carboxylate 1,1-dioxide 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:

: (2S,3R,5R,6S)-6-Bromo-3-(2,2-dimethyl-propionyloxymethyl)-3-methyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

: 95122-94-4
p-nitrobenzyl 6α-bromo-2β-<(pivaloyloxy)methyl>-2α-methylpenam-3α-carboxylate 1,1-dioxide

Guidance literature:: With potassium permanganate; dihydrogen peroxide; acetic acid; In water; Yield given;
DOI:10.1021/jm00382a025

Reference yield:

: 7324-58-5
silver pivalate

: 95122-94-4
p-nitrobenzyl 6α-bromo-2β-<(pivaloyloxy)methyl>-2α-methylpenam-3α-carboxylate 1,1-dioxide

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) iodine / 1.) toluene, 32 deg C, 30 min, 2.) toluene, CH₂Cl₂, 32 deg C, 4 h

2: acetic acid, KMNO₄, 30percent H₂O₂ / H₂O

With potassium permanganate; dihydrogen peroxide; iodine; acetic acid; In water;
DOI:10.1021/jm00382a025

Reference yield:

: 79634-01-8
p-nitrobenzoyl 6α-bromopenicillanate 1-oxide

: 95122-94-4
p-nitrobenzyl 6α-bromo-2β-<(pivaloyloxy)methyl>-2α-methylpenam-3α-carboxylate 1,1-dioxide

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / dioxane / 3.5 h / Heating

2: 1.) iodine / 1.) toluene, 32 deg C, 30 min, 2.) toluene, CH₂Cl₂, 32 deg C, 4 h

3: acetic acid, KMNO₄, 30percent H₂O₂ / H₂O

With potassium permanganate; dihydrogen peroxide; iodine; acetic acid; In 1,4-dioxane; water;
DOI:10.1021/jm00382a025