(S)-5-acetoxymethyl-3-[2-(dimethylphosphono)-ethenyl]-1-(2-nitro-benzoyl)-2-pyrroline

Base Information

Chemical Name:(S)-5-acetoxymethyl-3-[2-(dimethylphosphono)-ethenyl]-1-(2-nitro-benzoyl)-2-pyrroline
CAS No.:345295-12-7
Molecular Formula:C₁₈H₂₁N₂O₈P
Molecular Weight:424.347
Hs Code.:

Synonyms:(S)-5-acetoxymethyl-3-[2-(dimethylphosphono)-ethenyl]-1-(2-nitro-benzoyl)-2-pyrroline

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Chemical Property of (S)-5-acetoxymethyl-3-[2-(dimethylphosphono)-ethenyl]-1-(2-nitro-benzoyl)-2-pyrroline

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Technology Process of (S)-5-acetoxymethyl-3-[2-(dimethylphosphono)-ethenyl]-1-(2-nitro-benzoyl)-2-pyrroline

There total 7 articles about (S)-5-acetoxymethyl-3-[2-(dimethylphosphono)-ethenyl]-1-(2-nitro-benzoyl)-2-pyrroline 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:

: 135159-21-6
(S)-5-acetoxymethyl-1-(2-nitro-benzoyl)-2-pyrroline

: 345295-12-7
(S)-5-acetoxymethyl-3-[2-(dimethylphosphono)-ethenyl]-1-(2-nitro-benzoyl)-2-pyrroline

Guidance literature:: Multi-step reaction with 2 steps

1.1: 100 percent / POCl₃ / CH₂Cl₂ / 3.5 h / 0 °C

2.1: nBuLi / tetrahydrofuran / 0.5 h / 0 °C

2.2: 87 percent / tetrahydrofuran

With n-butyllithium; trichlorophosphate; In tetrahydrofuran; dichloromethane; 1.1: Vilsmeier-Haack reaction / 2.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/S0040-4020(01)00197-1

Reference yield:

: 105243-50-3
(5S)-5-(1-ethoxy-ethoxymethyl)-1-(2-nitro-benzoyl)-pyrrolidin-2-ol

: 345295-12-7
(S)-5-acetoxymethyl-3-[2-(dimethylphosphono)-ethenyl]-1-(2-nitro-benzoyl)-2-pyrroline

Guidance literature:: Multi-step reaction with 5 steps

1.1: p-toluenesulfonic acid / CH₂Cl₂; methanol / 0.25 h / 0 °C

2.1: pyridine / 1 h / 20 °C

3.1: 94 percent / quinoleinium camphosulfonate / toluene / 2 h / 110 °C

4.1: 100 percent / POCl₃ / CH₂Cl₂ / 3.5 h / 0 °C

5.1: nBuLi / tetrahydrofuran / 0.5 h / 0 °C

5.2: 87 percent / tetrahydrofuran

With pyridine; n-butyllithium; quinoleinium camphosulfonate; toluene-4-sulfonic acid; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; toluene; 4.1: Vilsmeier-Haack reaction / 5.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/S0040-4020(01)00197-1

Reference yield:

: 345295-10-5
(5S)-5-(1-ethoxy-ethoxymethyl)-1-(2-nitro-benzoyl)-pyrrolidin-2-one

: 345295-12-7
(S)-5-acetoxymethyl-3-[2-(dimethylphosphono)-ethenyl]-1-(2-nitro-benzoyl)-2-pyrroline

Guidance literature:: Multi-step reaction with 6 steps

1.1: 80 percent / DIBAL-H / toluene / 0.17 h / -78 °C

2.1: p-toluenesulfonic acid / CH₂Cl₂; methanol / 0.25 h / 0 °C

3.1: pyridine / 1 h / 20 °C

4.1: 94 percent / quinoleinium camphosulfonate / toluene / 2 h / 110 °C

5.1: 100 percent / POCl₃ / CH₂Cl₂ / 3.5 h / 0 °C

6.1: nBuLi / tetrahydrofuran / 0.5 h / 0 °C

6.2: 87 percent / tetrahydrofuran

With pyridine; n-butyllithium; quinoleinium camphosulfonate; diisobutylaluminium hydride; toluene-4-sulfonic acid; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; toluene; 5.1: Vilsmeier-Haack reaction / 6.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/S0040-4020(01)00197-1