(1R,4R,5R)-5-Isopropenyl-4-methyl-2-oxo-4-vinyl-cyclohexanecarboxylic acid ethyl ester

Base Information

• Chemical Name: (1R,4R,5R)-5-Isopropenyl-4-methyl-2-oxo-4-vinyl-cyclohexanecarboxylic acid ethyl ester
• CAS No.: 202194-28-3
• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.338
• Mol file: 202194-28-3.mol

Synonyms:(1R,4R,5R)-5-Isopropenyl-4-methyl-2-oxo-4-vinyl-cyclohexanecarboxylic acid ethyl ester

Chemical Property of (1R,4R,5R)-5-Isopropenyl-4-methyl-2-oxo-4-vinyl-cyclohexanecarboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,4R,5R)-5-Isopropenyl-4-methyl-2-oxo-4-vinyl-cyclohexanecarboxylic acid ethyl ester

There total 1 articles about (1R,4R,5R)-5-Isopropenyl-4-methyl-2-oxo-4-vinyl-cyclohexanecarboxylic acid ethyl 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: 99.0%

(4R,5R)-1-Acetoxy-4-isopropenyl-5-methyl-5-vinylcyclohex-1-ene (149404-74-0) + ethyl cyanoformate (623-49-4) → (1R,4R,5R)-5-Isopropenyl-4-methyl-2-oxo-4-vinyl-cyclohexanecarboxylic acid ethyl ester (202194-28-3)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; methyllithium; In tetrahydrofuran; diethyl ether; 1.) -78 deg C, 1 h, 2.) -78 deg C, 35 min;

Reference yield: 95.0%

bromoacetic acid methyl ester (96-32-2) + (1R,4R,5R)-5-Isopropenyl-4-methyl-2-oxo-4-vinyl-cyclohexanecarboxylic acid ethyl ester (202194-28-3) → (1S,4R,5R)-5-Isopropenyl-1-methoxycarbonylmethyl-4-methyl-2-oxo-4-vinyl-cyclohexanecarboxylic acid ethyl ester (229010-41-7)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride; In tetrahydrofuran; 1.) 0 deg C, 30 min, 2.) 0 deg c to r.t., 4 h;

DOI:10.1039/a809983i

Reference yield: 71.0%

(1R,4R,5R)-5-Isopropenyl-4-methyl-2-oxo-4-vinyl-cyclohexanecarboxylic acid ethyl ester (202194-28-3) → (1R,2S,4R,5R)-2-Hydroxy-5-isopropenyl-4-methyl-4-vinyl-cyclohexanecarboxylic acid ethyl ester (202194-29-4)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 - 20 ℃; for 13h;

upstream raw materials:

(4R,5R)-1-Acetoxy-4-isopropenyl-5-methyl-5-vinylcyclohex-1-ene

ethyl cyanoformate

Downstream raw materials:

(1R,2S,4R,5R)-2-Hydroxy-5-isopropenyl-4-methyl-4-vinyl-cyclohexanecarboxylic acid ethyl ester

(1S,4R,5R)-5-Isopropenyl-1-methoxycarbonylmethyl-4-methyl-2-oxo-4-vinyl-cyclohexanecarboxylic acid ethyl ester

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