p-nitrobenzyl (-)-(3S,4R)-<4-methylthio-3-(p-nitrobenzyloxycarbonyloxymethyl)-2-oxoazetidin-1-yl>acetate

Base Information

Chemical Name:p-nitrobenzyl (-)-(3S,4R)-<4-methylthio-3-(p-nitrobenzyloxycarbonyloxymethyl)-2-oxoazetidin-1-yl>acetate
CAS No.:146142-28-1
Molecular Formula:C₂₂H₂₁N₃O₁₀S
Molecular Weight:519.489
Hs Code.:

Synonyms:p-nitrobenzyl (-)-(3S,4R)-<4-methylthio-3-(p-nitrobenzyloxycarbonyloxymethyl)-2-oxoazetidin-1-yl>acetate

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Chemical Property of p-nitrobenzyl (-)-(3S,4R)-<4-methylthio-3-(p-nitrobenzyloxycarbonyloxymethyl)-2-oxoazetidin-1-yl>acetate

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Technology Process of p-nitrobenzyl (-)-(3S,4R)-<4-methylthio-3-(p-nitrobenzyloxycarbonyloxymethyl)-2-oxoazetidin-1-yl>acetate

There total 4 articles about p-nitrobenzyl (-)-(3S,4R)-<4-methylthio-3-(p-nitrobenzyloxycarbonyloxymethyl)-2-oxoazetidin-1-yl>acetate 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: 70.0%

: 84089-26-9
p-nitrobenzyl 1-iodoacetate

: 146142-27-0
(+)-(3S,4R)-4-methylthio-3-(p-nitrobenzyloxycarbonyloxymethyl)azetidin-2-one

: 146142-28-1
p-nitrobenzyl (-)-(3S,4R)-<4-methylthio-3-(p-nitrobenzyloxycarbonyloxymethyl)-2-oxoazetidin-1-yl>acetate

Guidance literature:: With caesium carbonate; In acetonitrile; at 0 ℃; for 4h;
DOI:10.1055/s-1992-26329

Reference yield:

: 87154-05-0
(+)-(5R,7R,8S)-2,2,5-trimethyl-8-(1-p-nitrobenzyloxycarbonyloxymethyl)-9-oxo-3-oxa-6-thia-1-azabicyclo<5.2.0^1,7>nonane

: 146142-28-1
p-nitrobenzyl (-)-(3S,4R)-<4-methylthio-3-(p-nitrobenzyloxycarbonyloxymethyl)-2-oxoazetidin-1-yl>acetate

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / m-chloroperbenzoic acid (MCPBA) / CH₂Cl₂ / 4.5 h / -5 - 5 °C

2: 75 percent / aq. AcOH / 2.5 h / Heating

3: 75 percent / acetonitrile; H₂O / 0.67 h / 0 °C

4: 70 percent / Cs₂CO₃ / acetonitrile / 4 h / 0 °C

With caesium carbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; water; acetonitrile;
DOI:10.1055/s-1992-26329

Reference yield:

: 87154-03-8
(+)-(3S,4R)-4-<(2R)-2-(1-hydroxypropyl)-sulfonyl>-3-(p-nitrobenzyloxycarbonyloxymethyl)azetidin-2-one

: 146142-28-1
p-nitrobenzyl (-)-(3S,4R)-<4-methylthio-3-(p-nitrobenzyloxycarbonyloxymethyl)-2-oxoazetidin-1-yl>acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / acetonitrile; H₂O / 0.67 h / 0 °C

2: 70 percent / Cs₂CO₃ / acetonitrile / 4 h / 0 °C

With caesium carbonate; In water; acetonitrile;
DOI:10.1055/s-1992-26329