p-nitrobenzyl (2R,3R)-2-(2'-formylmethylthio)-4-oxo-3-phenoxyacetylaminoazetidine-1-oxalate

Base Information

Chemical Name:p-nitrobenzyl (2R,3R)-2-(2'-formylmethylthio)-4-oxo-3-phenoxyacetylaminoazetidine-1-oxalate
CAS No.:122347-90-4
Molecular Formula:C₂₂H₁₉N₃O₉S
Molecular Weight:501.474
Hs Code.:

Synonyms:p-nitrobenzyl (2R,3R)-2-(2'-formylmethylthio)-4-oxo-3-phenoxyacetylaminoazetidine-1-oxalate

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Chemical Property of p-nitrobenzyl (2R,3R)-2-(2'-formylmethylthio)-4-oxo-3-phenoxyacetylaminoazetidine-1-oxalate

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Technology Process of p-nitrobenzyl (2R,3R)-2-(2'-formylmethylthio)-4-oxo-3-phenoxyacetylaminoazetidine-1-oxalate

There total 2 articles about p-nitrobenzyl (2R,3R)-2-(2'-formylmethylthio)-4-oxo-3-phenoxyacetylaminoazetidine-1-oxalate 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:

: 64370-08-7
p-nitrobenzyl (2R,3R)-2-(benzothiazol-2'-yldithio)-α-isopropylidene-4-oxo-3-phenoxyacetylaminoazetidine-1-acetate

: 122347-90-4
p-nitrobenzyl (2R,3R)-2-(2'-formylmethylthio)-4-oxo-3-phenoxyacetylaminoazetidine-1-oxalate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) t-BuLi / 1.) THF, -70 deg C, 20 min, 2.) 2 h

2: 1.) ozone, 2.) dimethyl sulfide / 1.) dichloromethane, methanol, pyridine, -80 to -70 deg C, 30 min, 2.) -70 to -10, 60 min

With dimethylsulfide; tert.-butyl lithium; ozone;

Reference yield:

: 122347-85-7
p-nitrobenzyl (2R,3R)-2-allythio-α-isopropylidene-4-oxo-3-phenoxyacetylaminoazetidine-1-acetate

: 122347-90-4
p-nitrobenzyl (2R,3R)-2-(2'-formylmethylthio)-4-oxo-3-phenoxyacetylaminoazetidine-1-oxalate

Guidance literature:: With dimethylsulfide; ozone; Multistep reaction; 1.) dichloromethane, methanol, pyridine, -80 to -70 deg C, 30 min, 2.) -70 to -10, 60 min;

Reference yield:

: 122347-90-4
p-nitrobenzyl (2R,3R)-2-(2'-formylmethylthio)-4-oxo-3-phenoxyacetylaminoazetidine-1-oxalate

: 121-45-9
phosphorous acid trimethyl ester

: 619-73-8
4-nitrobenzyl chloride

: 64836-37-9
p-nitrobenzyl (2R,3R)-7-phenoxyacetylaminoceph-3-em-4-carboxylate

: 122347-91-5
2-phenoxymethyl-4-(2'-methylprop-1'-enylaminocarbonyl-1'-nitrobenzyloxycarbonyl)thiazole

Guidance literature:: With hydroquinone; Yield given. Multistep reaction. Yields of byproduct given; 1.) dioxan, RT, 12 h, 2.) dioxan, toluene, reflux, 16 h;