ethyl (1R,2S,6R)-1-(4-methylpent-3-enyl)-2-hydroxy-6-methylcyclohexanecarboxylate

Base Information

• Chemical Name: ethyl (1R,2S,6R)-1-(4-methylpent-3-enyl)-2-hydroxy-6-methylcyclohexanecarboxylate
• CAS No.: 127982-50-7
• Molecular Formula: C₁₆H₂₈O₃
• Molecular Weight: 268.397
• Mol file: 127982-50-7.mol

Synonyms:ethyl (1R,2S,6R)-1-(4-methylpent-3-enyl)-2-hydroxy-6-methylcyclohexanecarboxylate

Chemical Property of ethyl (1R,2S,6R)-1-(4-methylpent-3-enyl)-2-hydroxy-6-methylcyclohexanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (1R,2S,6R)-1-(4-methylpent-3-enyl)-2-hydroxy-6-methylcyclohexanecarboxylate

There total 2 articles about ethyl (1R,2S,6R)-1-(4-methylpent-3-enyl)-2-hydroxy-6-methylcyclohexanecarboxylate 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: 80.0%

5-iodo-2-methylpent-2-ene (43161-11-1) + (+)-ethyl (1R,2S,6R)-2-hydroxy-6-methylcyclohexanecarboxylate (127982-49-4) → ethyl (1R,2S,6R)-1-(4-methylpent-3-enyl)-2-hydroxy-6-methylcyclohexanecarboxylate (127982-50-7)

Guidance literature:

With lithium diisopropyl amide; 1.) THF, -50 deg C, 10 min, 2.) THF/HMPTA, reflux, 10 min;

DOI:10.1002/hlca.19890720821

Reference yield:

rac-ethyl 2-methyl-6-oxocyclohexanecarboxylate → ethyl (1R,2S,6R)-1-(4-methylpent-3-enyl)-2-hydroxy-6-methylcyclohexanecarboxylate (127982-50-7)

Guidance literature:

Multi-step reaction with 2 steps

2: 80 percent / LDA / 1.) THF, -50 deg C, 10 min, 2.) THF/HMPTA, reflux, 10 min

With lithium diisopropyl amide;

DOI:10.1002/hlca.19890720821

Reference yield: 85.0%

ethyl (1R,2S,6R)-1-(4-methylpent-3-enyl)-2-hydroxy-6-methylcyclohexanecarboxylate (127982-50-7) → (-)-ethyl (1R,6R)-1-(4-methylpent-3-enyl)-2-oxo-6-methylcyclohexanecarboxylate

Guidance literature:

With Na₂CrO₇; sulfuric acid; In diethyl ether; water; at 3 ℃;

DOI:10.1002/hlca.19890720821

upstream raw materials:

5-iodo-2-methylpent-2-ene

(+)-ethyl (1R,2S,6R)-2-hydroxy-6-methylcyclohexanecarboxylate