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

Base Information

Chemical Name:(S)-3-[2-(dimethylphosphono)-ethenyl]-5-formyl-1-(2-nitro-benzoyl)-2-pyrroline
CAS No.:345295-14-9
Molecular Formula:C₁₆H₁₇N₂O₇P
Molecular Weight:380.294
Hs Code.:

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

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

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

There total 10 articles about (S)-3-[2-(dimethylphosphono)-ethenyl]-5-formyl-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: 80.0%

: 345295-13-8
(S)-3-[2-(dimethylphosphono)-ethenyl]-5-hydroxymethyl-1-(2-nitro-benzoyl)-2-pyrroline

: 345295-14-9
(S)-3-[2-(dimethylphosphono)-ethenyl]-5-formyl-1-(2-nitro-benzoyl)-2-pyrroline

Guidance literature:: (S)-3-[2-(dimethylphosphono)-ethenyl]-5-hydroxymethyl-1-(2-nitro-benzoyl)-2-pyrroline; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -30 ℃; for 1.5h;

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -30 - 0 ℃; for 0.5h;
DOI:10.1016/S0040-4020(01)00197-1

Reference yield:

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

: 345295-14-9
(S)-3-[2-(dimethylphosphono)-ethenyl]-5-formyl-1-(2-nitro-benzoyl)-2-pyrroline

Guidance literature:: Multi-step reaction with 4 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

3.1: 86 percent / Ba(OH)2 / dioxane; H₂O / 20 °C

4.1: oxalyl chloride; DMSO / CH₂Cl₂ / 1.5 h / -30 °C

4.2: 80 percent / iPr₂NEt / CH₂Cl₂ / 0.5 h / -30 - 0 °C

With barium dihydroxide; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 1.1: Vilsmeier-Haack reaction / 2.2: Horner-Wadsworth-Emmons reaction / 4.1: Swern oxidation;
DOI:10.1016/S0040-4020(01)00197-1

Reference yield:

: 135159-24-9
(S)-5-acetoxymethyl-3-formyl-1-(2-nitro-benzoyl)-2-pyrroline

: 345295-14-9
(S)-3-[2-(dimethylphosphono)-ethenyl]-5-formyl-1-(2-nitro-benzoyl)-2-pyrroline

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 87 percent / tetrahydrofuran

2.1: 86 percent / Ba(OH)2 / dioxane; H₂O / 20 °C

3.1: oxalyl chloride; DMSO / CH₂Cl₂ / 1.5 h / -30 °C

3.2: 80 percent / iPr₂NEt / CH₂Cl₂ / 0.5 h / -30 - 0 °C

With barium dihydroxide; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 1.2: Horner-Wadsworth-Emmons reaction / 3.1: Swern oxidation;
DOI:10.1016/S0040-4020(01)00197-1