(1R,2S,4S)-3-[1-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyl)-meth-(Z)-ylidene]-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester

Base Information

• Chemical Name: (1R,2S,4S)-3-[1-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyl)-meth-(Z)-ylidene]-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester
• CAS No.: 144731-56-6
• Molecular Formula: C₃₀H₄₆O₄
• Molecular Weight: 470.693
• Mol file: 144731-56-6.mol

Synonyms:(1R,2S,4S)-3-[1-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyl)-meth-(Z)-ylidene]-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester

Chemical Property of (1R,2S,4S)-3-[1-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyl)-meth-(Z)-ylidene]-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S,4S)-3-[1-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyl)-meth-(Z)-ylidene]-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester

There total 2 articles about (1R,2S,4S)-3-[1-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyl)-meth-(Z)-ylidene]-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-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: 95.0%

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + [bis-(1S,2R,5S)-(+)-menthyl] 2,3-pentadienedioate → (1R,2S,4S)-3-[1-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyl)-meth-(Z)-ylidene]-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester (144731-56-6)

Guidance literature:

With aluminium trichloride; In dichloromethane; at -78 ℃; for 2h;

DOI:10.1021/jo951762t

Reference yield: 89.0%

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + (S)-(+)-[bis-(1S,2R,5S)-(+)-menthyl] 2,3-pentadienedioate (144731-55-5) → (1R,2S,4S)-3-[1-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyl)-meth-(Z)-ylidene]-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester (144731-56-6)

Guidance literature:

With aluminium trichloride; In dichloromethane; at -78 ℃; for 3h;

DOI:10.1016/0040-4039(92)89032-8

Reference yield: 98.0%

(1R,2S,4S)-3-[1-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyl)-meth-(Z)-ylidene]-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester (144731-56-6) → (1S,2S,4R)-3-[1-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyl)-meth-(Z)-ylidene]-bicyclo[2.2.1]heptane-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester (175418-22-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; Ambient temperature;

DOI:10.1021/jo951762t

upstream raw materials:

cyclopenta-1,3-diene

(S)-(+)-[bis-(1S,2R,5S)-(+)-menthyl] 2,3-pentadienedioate

Downstream raw materials:

(1S,2S,4R)-3-[1-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxycarbonyl)-meth-(Z)-ylidene]-bicyclo[2.2.1]heptane-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester

(1S,2S,4R)-3-Oxo-bicyclo[2.2.1]heptane-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester