p-nitrobenzyl 2-[(3S,4R)-4-(benzothiazol-2-yldithio)-3-bromo-2-oxoazetidin-1-yl]-3-methylbut-2-enoate

Base Information

Chemical Name:p-nitrobenzyl 2-[(3S,4R)-4-(benzothiazol-2-yldithio)-3-bromo-2-oxoazetidin-1-yl]-3-methylbut-2-enoate
CAS No.:769937-32-8
Molecular Formula:C₂₂H₁₈BrN₃O₅S₃
Molecular Weight:580.504
Hs Code.:

Synonyms:p-nitrobenzyl 2-[(3S,4R)-4-(benzothiazol-2-yldithio)-3-bromo-2-oxoazetidin-1-yl]-3-methylbut-2-enoate

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Chemical Property of p-nitrobenzyl 2-[(3S,4R)-4-(benzothiazol-2-yldithio)-3-bromo-2-oxoazetidin-1-yl]-3-methylbut-2-enoate

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Technology Process of p-nitrobenzyl 2-[(3S,4R)-4-(benzothiazol-2-yldithio)-3-bromo-2-oxoazetidin-1-yl]-3-methylbut-2-enoate

There total 7 articles about p-nitrobenzyl 2-[(3S,4R)-4-(benzothiazol-2-yldithio)-3-bromo-2-oxoazetidin-1-yl]-3-methylbut-2-enoate 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: 81.0%

: 95122-89-7
p-nitrobenzyl 2-<2-oxo-3α-bromo-4-(benzothiazol-2-yldithio)azetidin-1-yl>-2-isopropenylacetate

: 769937-32-8
p-nitrobenzyl 2-[(3S,4R)-4-(benzothiazol-2-yldithio)-3-bromo-2-oxoazetidin-1-yl]-3-methylbut-2-enoate

Guidance literature:: With triethylamine; In toluene;

Reference yield:

: 95122-89-7
p-nitrobenzyl 2-<2-oxo-3α-bromo-4-(benzothiazol-2-yldithio)azetidin-1-yl>-2-isopropenylacetate

: 769937-32-8
p-nitrobenzyl 2-[(3S,4R)-4-(benzothiazol-2-yldithio)-3-bromo-2-oxoazetidin-1-yl]-3-methylbut-2-enoate

: p-nitrobenzyl 2-[(3S,4R)-3-bromo-4-[(3'R,4'R)-3'-bromo-1'-[2'-methyl-1'-(p-nitrobenzyloxycarbonyl)prop-1-enyl]-2'-oxoazetidin-4'-yldithio]-2-oxoazetidin-1-yl]-3-methylbut-2-enoate

Guidance literature:: With triethylamine; In toluene; at 0 ℃; for 2h;
DOI:10.1021/jo049880g

Reference yield:

: 91922-15-5
6-bromopenicillanic acid

: 769937-32-8
p-nitrobenzyl 2-[(3S,4R)-4-(benzothiazol-2-yldithio)-3-bromo-2-oxoazetidin-1-yl]-3-methylbut-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1: 7.2 g / K₂CO₃ / dimethylformamide / 1 h / 35 - 40 °C

2: 768 g / m-CPBA / CH₂Cl₂ / 0.42 h

3: 5.67 g / toluene / 1 h / Heating

4: 4.16 g / triethylamine / toluene / 2 h / 0 °C

With potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo049880g