4-nitrobenzyl 4-[(2R,3S)-3-[1-methyl-1-(4-nitrobenzyloxycarbonyloxy)ethyl]-4-oxoazetidin-2-yl]-3-oxobutanoate

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Chemical Name:4-nitrobenzyl 4-[(2R,3S)-3-[1-methyl-1-(4-nitrobenzyloxycarbonyloxy)ethyl]-4-oxoazetidin-2-yl]-3-oxobutanoate
CAS No.:86489-43-2
Molecular Formula:C₂₅H₂₅N₃O₁₁
Molecular Weight:543.487
Hs Code.:

Synonyms:4-nitrobenzyl 4-[(2R,3S)-3-[1-methyl-1-(4-nitrobenzyloxycarbonyloxy)ethyl]-4-oxoazetidin-2-yl]-3-oxobutanoate

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Chemical Property of 4-nitrobenzyl 4-[(2R,3S)-3-[1-methyl-1-(4-nitrobenzyloxycarbonyloxy)ethyl]-4-oxoazetidin-2-yl]-3-oxobutanoate

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Technology Process of 4-nitrobenzyl 4-[(2R,3S)-3-[1-methyl-1-(4-nitrobenzyloxycarbonyloxy)ethyl]-4-oxoazetidin-2-yl]-3-oxobutanoate

There total 7 articles about 4-nitrobenzyl 4-[(2R,3S)-3-[1-methyl-1-(4-nitrobenzyloxycarbonyloxy)ethyl]-4-oxoazetidin-2-yl]-3-oxobutanoate 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: 78.0%

: 105995-50-4
magnesium 4-nitrobenzyl malonate

: 86489-17-0
[(2R,3S)-3-[1-methyl-1-(4-nitrobenzyloxycarbonyloxy)ethyl]-4-oxoazetidin-2-yl]-acetic acid

: 86489-43-2
4-nitrobenzyl 4-[(2R,3S)-3-[1-methyl-1-(4-nitrobenzyloxycarbonyloxy)ethyl]-4-oxoazetidin-2-yl]-3-oxobutanoate

Guidance literature:: With 1,1'-carbonyldiimidazole; In tetrahydrofuran; for 17h; Ambient temperature;
DOI:10.1016/S0040-4039(01)91123-2

Reference yield:

: 86489-10-3
methyl 3-methyl-2-[(3S,4R)-3-[1-methyl-1-(4-nitrobenzyloxycarbonyloxy)ethyl]-4-[2-(4-nitrobenzyloxycarbonyl-methyl)allyl]-2-oxoazetidin-1-yl]but-2-enoate

: 86489-43-2
4-nitrobenzyl 4-[(2R,3S)-3-[1-methyl-1-(4-nitrobenzyloxycarbonyloxy)ethyl]-4-oxoazetidin-2-yl]-3-oxobutanoate

Guidance literature:: With dimethylsulfide; sodium hydrogensulfite; In methanol; dichloromethane; ethyl acetate; acetone;

Reference yield:

: 96124-69-5
2-[(R)-2-Allyl-3-(1-hydroxy-1-methyl-ethyl)-4-oxo-azetidin-1-yl]-3-methyl-but-3-enoic acid methyl ester

: 86489-43-2
4-nitrobenzyl 4-[(2R,3S)-3-[1-methyl-1-(4-nitrobenzyloxycarbonyloxy)ethyl]-4-oxoazetidin-2-yl]-3-oxobutanoate

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N / CH₂Cl₂ / 48 h / Ambient temperature

2: 58.8 percent

3: 61 percent / n-BuLi / tetrahydrofuran / 2.5 h / -78 - 0 °C

4: 64 percent / KMnO₄, NaIO₄ / various solvent(s) / 17 h

5: 78 percent / N,N'-carbonyldiimidazole / tetrahydrofuran / 17 h / Ambient temperature

With potassium permanganate; sodium periodate; n-butyllithium; triethylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(01)91123-2