methyl (1R)-4-methyl-1-[(1R)-1-methyl-2-methylidenecyclopentyl]cyclohex-3-ene-1-carboxylate

Base Information

• Chemical Name: methyl (1R)-4-methyl-1-[(1R)-1-methyl-2-methylidenecyclopentyl]cyclohex-3-ene-1-carboxylate
• CAS No.: 104762-29-0
• Molecular Formula: C₁₆H₂₄O₂
• Molecular Weight: 248.365
• Mol file: 104762-29-0.mol

Synonyms:3-Cyclohexene-1-carboxylicacid, 4-methyl-1-(1-methyl-2-methylenecyclopentyl)-, methyl ester, (R*,R*)-(9CI); 3-Cyclohexene-1-carboxylic acid,4-methyl-1-(1-methyl-2-methylenecyclopentyl)-, methyl ester, (R*,R*)-(?à)-

Chemical Property of methyl (1R)-4-methyl-1-[(1R)-1-methyl-2-methylidenecyclopentyl]cyclohex-3-ene-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.000748mmHg at 25°C
• Boiling Point: 306.9°C at 760 mmHg
• Flash Point: 132.1°C
• Density: 1g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (1R)-4-methyl-1-[(1R)-1-methyl-2-methylidenecyclopentyl]cyclohex-3-ene-1-carboxylate

There total 14 articles about methyl (1R)-4-methyl-1-[(1R)-1-methyl-2-methylidenecyclopentyl]cyclohex-3-ene-1-carboxylate 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: 73.0%

(S)-4-Methyl-1-((S)-1-methyl-2-methylene-cyclopentyl)-2-oxo-cyclohex-3-enecarboxylic acid methyl ester (124787-30-0,124787-31-1) → (R)-4-Methyl-1-((S)-1-methyl-2-methylene-cyclopentyl)-cyclohex-3-enecarboxylic acid methyl ester (104762-29-0,104762-30-3)

Guidance literature:

With sodium cyanoborohydride; toluene-4-sulfonic acid hydrazide; In sulfolane; at 120 ℃;

DOI:10.1016/S0040-4039(01)80687-0

Reference yield:

(2-methyl-1-cyclopentenyl)methyl 4-methyl-3-cyclohexene-1-carboxylate (104762-26-7) → methyl 4-methyl-1-(1-methyl-2-methylenecyclopentyl)-3-cyclohexene-1-carboxylate (104762-29-0,104762-30-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) LDA

2: n-Bu₄NF / diethyl ether

3: diethyl ether

With tetrabutyl ammonium fluoride; lithium diisopropyl amide; In diethyl ether;

DOI:10.1021/jo00373a032

Reference yield:

(4'-methylcyclohex-3'-ene-1-'-yl)carbonyl chloride (16695-95-7) → methyl 4-methyl-1-(1-methyl-2-methylenecyclopentyl)-3-cyclohexene-1-carboxylate (104762-29-0,104762-30-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 81 percent / pyridine / 12 h / Ambient temperature

2: 1.) LDA

3: n-Bu₄NF / diethyl ether

4: diethyl ether

With pyridine; tetrabutyl ammonium fluoride; lithium diisopropyl amide; In diethyl ether;

DOI:10.1021/jo00373a032

upstream raw materials:

(S)-4-Methyl-1-((S)-1-methyl-2-methylene-cyclopentyl)-2-oxo-cyclohex-3-enecarboxylic acid methyl ester

(S)-4-Methyl-1-((S)-1-methyl-2-methylene-cyclopentyl)-2-oxo-cyclohexanecarboxylic acid methyl ester

diazomethane

tert-butyldimethylsilyl 4-methyl-1-(1-methyl-2-methylenecyclopentyl)-3-cyclohexene-1-carboxylate

Downstream raw materials:

1-(hydroxymethyl)-4-methyl-1-(1-methyl-2-methylenecyclopentyl)-3-cyclohexene

(+/-)-trichodiene

1-(hydroxymethyl)-4-methyl-1-(1-methyl-2-methylenecyclopentyl)-3-cyclohexene

(+/-)-bazzanene