(5S)-3-diphenylphosphoryloxy-2-p-nitrobenzyloxycarbonyl-8-oxo-1-azabicyclo<3.3.0>oct-2-ene

Base Information

Chemical Name:(5S)-3-diphenylphosphoryloxy-2-p-nitrobenzyloxycarbonyl-8-oxo-1-azabicyclo<3.3.0>oct-2-ene
CAS No.:161157-90-0
Molecular Formula:C₂₇H₂₃N₂O₉P
Molecular Weight:550.461
Hs Code.:

Synonyms:(5S)-3-diphenylphosphoryloxy-2-p-nitrobenzyloxycarbonyl-8-oxo-1-azabicyclo<3.3.0>oct-2-ene

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Chemical Property of (5S)-3-diphenylphosphoryloxy-2-p-nitrobenzyloxycarbonyl-8-oxo-1-azabicyclo<3.3.0>oct-2-ene

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Technology Process of (5S)-3-diphenylphosphoryloxy-2-p-nitrobenzyloxycarbonyl-8-oxo-1-azabicyclo<3.3.0>oct-2-ene

There total 4 articles about (5S)-3-diphenylphosphoryloxy-2-p-nitrobenzyloxycarbonyl-8-oxo-1-azabicyclo<3.3.0>oct-2-ene 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%

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 161275-76-9
(5S)-1-aza-2,7-dioxo-8-p-nitrobenzyloxycarbonylbicyclo<3.3.0>octane

: 161157-90-0
(5S)-3-diphenylphosphoryloxy-2-p-nitrobenzyloxycarbonyl-8-oxo-1-azabicyclo<3.3.0>oct-2-ene

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 0 ℃; for 1h;

Reference yield:

: 161157-89-7
(5S)-<(4S)-(4-ethyl-1,3-thiazolidine-2-thion-3-yl)carbonylmethyl>pyrrolidin-2-one

: 161157-90-0
(5S)-3-diphenylphosphoryloxy-2-p-nitrobenzyloxycarbonyl-8-oxo-1-azabicyclo<3.3.0>oct-2-ene

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) imidazole / 1.) CH₃CN, RT, 5.5 h, 2.) CH₃CN, 60 deg C, 18 h

2: 100 percent / p-toluenesulfonyl azide, Et₃N / acetonitrile / 0.33 h / Ambient temperature

3: 87 percent / Rh₂(OAc)4 / ethyl acetate / 0.25 h / Heating

4: 82 percent / diisopropylethylamine / acetonitrile / 1 h / 0 °C

With 1H-imidazole; dirhodium tetraacetate; 4-toluenesulfonyl azide; triethylamine; N-ethyl-N,N-diisopropylamine; In ethyl acetate; acetonitrile;

Reference yield:

: 123457-16-9
(5S)-5-(3-p-nitrobenzyloxycarbonyl-2-oxopropyl)pyrrolidin-2-one

: 161157-90-0
(5S)-3-diphenylphosphoryloxy-2-p-nitrobenzyloxycarbonyl-8-oxo-1-azabicyclo<3.3.0>oct-2-ene

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / p-toluenesulfonyl azide, Et₃N / acetonitrile / 0.33 h / Ambient temperature

2: 87 percent / Rh₂(OAc)4 / ethyl acetate / 0.25 h / Heating

3: 82 percent / diisopropylethylamine / acetonitrile / 1 h / 0 °C

With dirhodium tetraacetate; 4-toluenesulfonyl azide; triethylamine; N-ethyl-N,N-diisopropylamine; In ethyl acetate; acetonitrile;