p-nitrobenzyl (4R-acetylthio-3S-methoxy-3-phenoxyacetamido-2-azetidinon-1-yl)chloro acetate

Base Information

Chemical Name:p-nitrobenzyl (4R-acetylthio-3S-methoxy-3-phenoxyacetamido-2-azetidinon-1-yl)chloro acetate
CAS No.:117509-10-1
Molecular Formula:C₂₃H₂₃N₃O₁₀S
Molecular Weight:533.516
Hs Code.:

Synonyms:p-nitrobenzyl (4R-acetylthio-3S-methoxy-3-phenoxyacetamido-2-azetidinon-1-yl)chloro acetate

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Chemical Property of p-nitrobenzyl (4R-acetylthio-3S-methoxy-3-phenoxyacetamido-2-azetidinon-1-yl)chloro acetate

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Technology Process of p-nitrobenzyl (4R-acetylthio-3S-methoxy-3-phenoxyacetamido-2-azetidinon-1-yl)chloro acetate

There total 4 articles about p-nitrobenzyl (4R-acetylthio-3S-methoxy-3-phenoxyacetamido-2-azetidinon-1-yl)chloro 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:

: 117509-07-6
N-p-nitrobenzoxalyl 4R-acetylthio-3S-methoxy-3-phenoxyacetamido-2-azetidinone

: 117509-10-1
p-nitrobenzyl (4R-acetylthio-3S-methoxy-3-phenoxyacetamido-2-azetidinon-1-yl)chloro acetate

Guidance literature:: With diborane; In tetrahydrofuran; at 0 - 5 ℃; for 1h; Yield given;
DOI:10.1139/v88-225

Reference yield:

: 41625-65-4
4-nitrobenzyl(2S,4S,5R,6R)-3,3-dimethyl-7-oxo-6-phenoxyacetamido-1-aza-4-thiabicyclo<3.2.0>heptane-2-carboxylate 4-oxide

: 117509-10-1
p-nitrobenzyl (4R-acetylthio-3S-methoxy-3-phenoxyacetamido-2-azetidinon-1-yl)chloro acetate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.)tert-butyl hypochlorite / 1.)CH₂Cl₂, -30 deg C, 2.)CH₂Cl₂, methanol, -30 deg C, 1 h

2: 1.)trimethyl phosphite 2.)triethylamine / 1.)toluene, 96 deg C, 24 h 2.)ethyl acetate, 3 h

3: 97 percent / ozone / CH₂Cl₂; methanol / -20 °C

4: B₂H₆ / tetrahydrofuran / 1 h / 0 - 5 °C

With tert-butylhypochlorite; ozone; triethylamine; diborane; phosphorous acid trimethyl ester; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1139/v88-225

Reference yield:

: 41625-70-1
p-nitrobenzyl 6α-methoxy-6β-phenoxyacetamidopenicillanate-1β-oxide

: 117509-10-1
p-nitrobenzyl (4R-acetylthio-3S-methoxy-3-phenoxyacetamido-2-azetidinon-1-yl)chloro acetate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.)trimethyl phosphite 2.)triethylamine / 1.)toluene, 96 deg C, 24 h 2.)ethyl acetate, 3 h

2: 97 percent / ozone / CH₂Cl₂; methanol / -20 °C

3: B₂H₆ / tetrahydrofuran / 1 h / 0 - 5 °C

With ozone; triethylamine; diborane; phosphorous acid trimethyl ester; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1139/v88-225