3,5-dinitro-benzoic acid 1-(diethoxy-phosphoryl)-2-methyl-cyclohex-3-enylmethyl ester

Base Information

Chemical Name:3,5-dinitro-benzoic acid 1-(diethoxy-phosphoryl)-2-methyl-cyclohex-3-enylmethyl ester
CAS No.:1420376-92-6
Molecular Formula:C₁₉H₂₅N₂O₉P
Molecular Weight:456.389
Hs Code.:

Synonyms:3,5-dinitro-benzoic acid 1-(diethoxy-phosphoryl)-2-methyl-cyclohex-3-enylmethyl ester

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Chemical Property of 3,5-dinitro-benzoic acid 1-(diethoxy-phosphoryl)-2-methyl-cyclohex-3-enylmethyl ester

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Technology Process of 3,5-dinitro-benzoic acid 1-(diethoxy-phosphoryl)-2-methyl-cyclohex-3-enylmethyl ester

There total 7 articles about 3,5-dinitro-benzoic acid 1-(diethoxy-phosphoryl)-2-methyl-cyclohex-3-enylmethyl ester 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: 78.0%

: C₁₂H₂₃O₄P

: 99-33-2
3,5-dinitrobenoyl chloride

: 1420376-92-6
3,5-dinitro-benzoic acid 1-(diethoxy-phosphoryl)-2-methyl-cyclohex-3-enylmethyl ester

Guidance literature:: With pyridine; dmap; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.tetasy.2012.11.021

Reference yield: 44.0%

: 1420376-83-5
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (1S,2S)-1-(diethoxyphosphoryl)-2-methylcyclohex-3-enecarboxylate

: 99-33-2
3,5-dinitrobenoyl chloride

: 1420376-92-6
3,5-dinitro-benzoic acid 1-(diethoxy-phosphoryl)-2-methyl-cyclohex-3-enylmethyl ester

Guidance literature:: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (1S,2S)-1-(diethoxyphosphoryl)-2-methylcyclohex-3-enecarboxylate; With diisobutylaluminium hydride; In toluene; at -78 - 20 ℃; Inert atmosphere;

3,5-dinitrobenoyl chloride; With pyridine; dmap; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.tetasy.2012.11.021

Reference yield:

: 155795-48-5
(diethoxyphosphoryl)acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester

: 1420376-92-6
3,5-dinitro-benzoic acid 1-(diethoxy-phosphoryl)-2-methyl-cyclohex-3-enylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium tert-butylate / dimethyl sulfoxide / 0 - 20 °C / Inert atmosphere

1.2: 4 h / 60 °C / Inert atmosphere

2.1: dihydrogen peroxide / water; dichloromethane / 1.08 h / 20 °C / Inert atmosphere; Cooling with ice

3.1: tin(IV) chloride / dichloromethane / 12 h / -65 °C / Inert atmosphere

4.1: diisobutylaluminium hydride / toluene / -78 - 20 °C / Inert atmosphere

5.1: dmap; pyridine / 12 h / 20 °C / Inert atmosphere

With pyridine; dmap; potassium tert-butylate; dihydrogen peroxide; tin(IV) chloride; diisobutylaluminium hydride; In dichloromethane; water; dimethyl sulfoxide; toluene; 3.1: |Diels-Alder Cycloaddition;
DOI:10.1016/j.tetasy.2012.11.021