(1S*,1R*)-1-(1,5-dimethyl-1-hydroxy-4-hexene)-4-methyl-3-cyclohexenecarboxylic acid

Base Information

• Chemical Name: (1S*,1R*)-1-(1,5-dimethyl-1-hydroxy-4-hexene)-4-methyl-3-cyclohexenecarboxylic acid
• CAS No.: 94294-79-8
• Molecular Formula: C₁₆H₂₆O₃
• Molecular Weight: 266.381
• Mol file: 94294-79-8.mol

Synonyms:(1S*,1R*)-1-(1,5-dimethyl-1-hydroxy-4-hexene)-4-methyl-3-cyclohexenecarboxylic acid

Chemical Property of (1S*,1R*)-1-(1,5-dimethyl-1-hydroxy-4-hexene)-4-methyl-3-cyclohexenecarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S*,1R*)-1-(1,5-dimethyl-1-hydroxy-4-hexene)-4-methyl-3-cyclohexenecarboxylic acid

There total 3 articles about (1S*,1R*)-1-(1,5-dimethyl-1-hydroxy-4-hexene)-4-methyl-3-cyclohexenecarboxylic acid 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:

6-Methyl-hept-5-en-2-on (110-93-0,129085-68-3) + 4-methylcyclohex-3-enecarboxylic acid (4342-60-3) → (1R*,1R*)-1-(1,5-dimethyl-1-hydroxy-4-hexene)-4-methyl-3-cyclohexenecarboxylic acid (94294-81-2) + (1S*,1R*)-1-(1,5-dimethyl-1-hydroxy-4-hexene)-4-methyl-3-cyclohexenecarboxylic acid (94294-79-8)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -40 ℃; for 1.5h; Yield given. Yields of byproduct given;

DOI:10.1021/ja00284a052

Reference yield:

isoprene (78-79-5,9003-31-0) → (1S*,1R*)-1-(1,5-dimethyl-1-hydroxy-4-hexene)-4-methyl-3-cyclohexenecarboxylic acid (94294-79-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 - 110 °C

2: (i) LDA, THF, (ii) /BRN= 6913958/

DOI:10.1021/jo00866a023

Reference yield:

4-methylcyclohex-3-enecarboxylic acid (4342-60-3) + (3S,4R)-3,7-Dimethyl-3-(4-methyl-pent-3-enyl)-2-oxa-spiro[3.5]non-6-en-1-one → (1S*,1R*)-1-(1,5-dimethyl-1-hydroxy-4-hexene)-4-methyl-3-cyclohexenecarboxylic acid (94294-79-8)

Guidance literature:

Multistep reaction; (i) LDA, THF, (ii) /BRN= 6913958/;

DOI:10.1021/jo00866a023

upstream raw materials:

4-methylcyclohex-3-enecarboxylic acid

6-Methyl-hept-5-en-2-on

isoprene