methyl 3-methyl-2-[(3S,4R)-4-{2-(p-nitrobenzyloxycarbonylmethyl)allyl}-3-{(1R)-1-(p-nitrobenzyloxycarbonyloxy)ethyl}-2-oxoazetidin-1-yl]-but-2-enoate

Base Information

Chemical Name:methyl 3-methyl-2-[(3S,4R)-4-{2-(p-nitrobenzyloxycarbonylmethyl)allyl}-3-{(1R)-1-(p-nitrobenzyloxycarbonyloxy)ethyl}-2-oxoazetidin-1-yl]-but-2-enoate
CAS No.:80559-33-7
Molecular Formula:C₃₁H₃₃N₃O₁₂
Molecular Weight:639.616
Hs Code.:

methyl 3-methyl-2-[(3S,4R)-4-{2-(p-nitrobenzyloxycarbonylmethyl)allyl}-3-{(1R)-1-(p-nitrobenzyloxycarbonyloxy)ethyl}-2-oxoazetidin-1-yl]-but-2-enoate

Synonyms:methyl 3-methyl-2-[(3S,4R)-4-{2-(p-nitrobenzyloxycarbonylmethyl)allyl}-3-{(1R)-1-(p-nitrobenzyloxycarbonyloxy)ethyl}-2-oxoazetidin-1-yl]-but-2-enoate

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Chemical Property of methyl 3-methyl-2-[(3S,4R)-4-{2-(p-nitrobenzyloxycarbonylmethyl)allyl}-3-{(1R)-1-(p-nitrobenzyloxycarbonyloxy)ethyl}-2-oxoazetidin-1-yl]-but-2-enoate

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Technology Process of methyl 3-methyl-2-[(3S,4R)-4-{2-(p-nitrobenzyloxycarbonylmethyl)allyl}-3-{(1R)-1-(p-nitrobenzyloxycarbonyloxy)ethyl}-2-oxoazetidin-1-yl]-but-2-enoate

There total 7 articles about methyl 3-methyl-2-[(3S,4R)-4-{2-(p-nitrobenzyloxycarbonylmethyl)allyl}-3-{(1R)-1-(p-nitrobenzyloxycarbonyloxy)ethyl}-2-oxoazetidin-1-yl]-but-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: 82.0%

: 80528-32-1
p-nitrobenzyl 3-(trimethylsilylmethyl)but-3-enolate

: 87206-26-6
2-{(2R,3R)-2-Acetoxy-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-3-methyl-but-2-enoic acid methyl ester

: 80559-33-7
methyl 3-methyl-2-[(3S,4R)-4-{2-(p-nitrobenzyloxycarbonylmethyl)allyl}-3-{(1R)-1-(p-nitrobenzyloxycarbonyloxy)ethyl}-2-oxoazetidin-1-yl]-but-2-enoate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 65 ℃; for 63h;

Reference yield: 58.0%

: 80528-32-1
p-nitrobenzyl 3-(trimethylsilylmethyl)but-3-enolate

: 80527-82-8,80559-16-6,80559-17-7,80559-18-8,102919-74-4
methyl 2-[(3S)-4-chloro-3-{(1R)-1-(p-nitrobenzyloxycarbonyloxy)ethyl}-2-oxoazetidin-1-yl]-3-methylbut-2-enoate

: 80559-33-7
methyl 3-methyl-2-[(3S,4R)-4-{2-(p-nitrobenzyloxycarbonylmethyl)allyl}-3-{(1R)-1-(p-nitrobenzyloxycarbonyloxy)ethyl}-2-oxoazetidin-1-yl]-but-2-enoate

Guidance literature:: With silver tetrafluoroborate;
DOI:10.1016/S0040-4039(00)87743-6

Reference yield:

: 74614-77-0,76899-00-8,76899-01-9
(3S,4R)-3-(1-hidroxyethyl)-1-(1-methoxycarbonyl-2-methyl-1-propenyl)-4-methylthio-2-azetidinone

: 80559-33-7
methyl 3-methyl-2-[(3S,4R)-4-{2-(p-nitrobenzyloxycarbonylmethyl)allyl}-3-{(1R)-1-(p-nitrobenzyloxycarbonyloxy)ethyl}-2-oxoazetidin-1-yl]-but-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1: 4-Dimethylaminopyridine / CH₂Cl₂ / 1.5 h / 0 °C

2: 84 percent / Cl₂ / CH₂Cl₂; CCl₄ / -78 - 0 °C / cis/trans ratio: 45:55

3: 58 percent / AgBF₄

With dmap; silver tetrafluoroborate; chlorine; In tetrachloromethane; dichloromethane;
DOI:10.1016/S0040-4039(00)87743-6