p-methoxybenzyl 2-<(3S,4R)-4-acetylthio-3-bromo-2-oxoazetidin-1-yl>-3-methylbut-2-enoate

Base Information

Chemical Name:p-methoxybenzyl 2-<(3S,4R)-4-acetylthio-3-bromo-2-oxoazetidin-1-yl>-3-methylbut-2-enoate
CAS No.:114409-13-1
Molecular Formula:C₁₈H₂₀BrNO₅S
Molecular Weight:442.331
Hs Code.:

Synonyms:p-methoxybenzyl 2-<(3S,4R)-4-acetylthio-3-bromo-2-oxoazetidin-1-yl>-3-methylbut-2-enoate

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Chemical Property of p-methoxybenzyl 2-<(3S,4R)-4-acetylthio-3-bromo-2-oxoazetidin-1-yl>-3-methylbut-2-enoate

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Technology Process of p-methoxybenzyl 2-<(3S,4R)-4-acetylthio-3-bromo-2-oxoazetidin-1-yl>-3-methylbut-2-enoate

There total 7 articles about p-methoxybenzyl 2-<(3S,4R)-4-acetylthio-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:

: 2746-25-0
p-Methoxybenzyl bromide

: 114409-13-1
p-methoxybenzyl 2-<(3S,4R)-4-acetylthio-3-bromo-2-oxoazetidin-1-yl>-3-methylbut-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1: dimethylformamide / 1 h / Ambient temperature

2: 71 percent / MCPBA / CH₂Cl₂ / 1 h / 5 °C

3: 1.) triisopropyl phosphite, 2.) Et₃N / 1.) C₆H₆, reflux, 8 h, 2.) EtOAc, room temperature, 30 min

With triisopropyl phosphite; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/P19940000179

Reference yield:

: 96572-55-3
p-methoxybenzyl-6-α-bromopenicillanate

: 114409-13-1
p-methoxybenzyl 2-<(3S,4R)-4-acetylthio-3-bromo-2-oxoazetidin-1-yl>-3-methylbut-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / MCPBA / CH₂Cl₂ / 1 h / 5 °C

2: 1.) triisopropyl phosphite, 2.) Et₃N / 1.) C₆H₆, reflux, 8 h, 2.) EtOAc, room temperature, 30 min

With triisopropyl phosphite; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1039/P19940000179

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 114409-13-1
p-methoxybenzyl 2-<(3S,4R)-4-acetylthio-3-bromo-2-oxoazetidin-1-yl>-3-methylbut-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1: PBr₃, pyridine / diethyl ether / 0.25 h

2: dimethylformamide / 1 h / Ambient temperature

3: 71 percent / MCPBA / CH₂Cl₂ / 1 h / 5 °C

4: 1.) triisopropyl phosphite, 2.) Et₃N / 1.) C₆H₆, reflux, 8 h, 2.) EtOAc, room temperature, 30 min

With pyridine; triisopropyl phosphite; phosphorus tribromide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/P19940000179