Cyclopent-3-ene-1,1-dicarboxylic acid bis-[(1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl] ester

Base Information

• Chemical Name: Cyclopent-3-ene-1,1-dicarboxylic acid bis-[(1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl] ester
• CAS No.: 84658-43-5
• Molecular Formula: C₃₉H₅₂O₄
• Molecular Weight: 584.839
• Mol file: 84658-43-5.mol

Synonyms:

Chemical Property of Cyclopent-3-ene-1,1-dicarboxylic acid bis-[(1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl] ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopent-3-ene-1,1-dicarboxylic acid bis-[(1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl] ester

There total 2 articles about Cyclopent-3-ene-1,1-dicarboxylic acid bis-[(1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl] 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: 67.0%

(E)-1,4-dibromobutene (821-06-7) + Malonsaeure-bis<(1R,2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl>ester (75863-05-7,104870-76-0) → Cyclopent-3-ene-1,1-dicarboxylic acid bis-[(1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl] ester (84658-43-5) + (R)-2-Vinyl-1,1-cyclopropandicarbonsaeure-bis<(1R,2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl>ester (83587-15-9,83648-23-1,84680-67-1,104870-77-1,104870-78-2)

Guidance literature:

With sodium hydroxide; Aliquat 336; In hexane; for 14h; Ambient temperature;

DOI:10.1002/jlac.198219821109

Reference yield:

(1S,2R,5S)-8-(+)-phenylmenthol (57707-91-2) → Cyclopent-3-ene-1,1-dicarboxylic acid bis-[(1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl] ester (84658-43-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / HCl / 16 h / 100 °C

2: tricaprylmethylammonium chloride, 50percent NaOH / hexane / 14 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; Aliquat 336; In hexane;

DOI:10.1002/jlac.198219821109

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + Cyclopent-3-ene-1,1-dicarboxylic acid bis-[(1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl] ester (84658-43-5) → Dimethyl 3-cyclopentene-1,1-dicarboxylate (84646-68-4)

Guidance literature:

With potassium hydroxide; water; Yield given. Multistep reaction; 1) 16 h, reflux, ethanol;

DOI:10.1002/jlac.198219821109

upstream raw materials:

(E)-1,4-dibromobutene

Malonsaeure-bis<(1R,2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl>ester

(1S,2R,5S)-8-(+)-phenylmenthol

Downstream raw materials:

Dimethyl 3-cyclopentene-1,1-dicarboxylate

Refernces