(1R,2R,6S)-3-methyl-6-(1-methylethenyl)cyclohex-3-ene-1,2-diol

Base Information

• Chemical Name: (1R,2R,6S)-3-methyl-6-(1-methylethenyl)cyclohex-3-ene-1,2-diol
• CAS No.: 935670-67-0
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.236
• Mol file: 935670-67-0.mol

Synonyms:(1R,2R,6S)-3-methyl-6-(1-methylethenyl)cyclohex-3-ene-1,2-diol

Chemical Property of (1R,2R,6S)-3-methyl-6-(1-methylethenyl)cyclohex-3-ene-1,2-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,6S)-3-methyl-6-(1-methylethenyl)cyclohex-3-ene-1,2-diol

There total 44 articles about (1R,2R,6S)-3-methyl-6-(1-methylethenyl)cyclohex-3-ene-1,2-diol 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: 51.0%

(5S,6R)-(-)-6-hydroxy-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one → (1R,2R,6S)-3-methyl-6-(1-methylethenyl)cyclohex-3-ene-1,2-diol (935670-67-0) + (1R,2S,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol (1298063-71-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 5h; optical yield given as %ee;

DOI:10.1021/jm2001579

Reference yield: 47.0%

(1R,2R,4S,5R,6S)-2,7,7-trimethyl-3-oxatricyclo[4.1.1.04.2]octan-5-ol (176705-36-5) → (1R,2R,6S)-3-methyl-6-(1-methylethenyl)cyclohex-3-ene-1,2-diol (935670-67-0) + 2-hydroxy-1-[(1S)-2,2,3-trimethylcyclopent-3-en-1-yl]ethanone

Guidance literature:

With askanite-bentonite clay; In dichloromethane; at 20 ℃; for 0.666667h;

DOI:10.1002/hlca.200790042

Reference yield: 46.0%

(+)-cis-verbenol epoxide (66885-03-8,90582-89-1) + vanillin (121-33-5,8014-42-4) → (1R,2R,6S)-3-methyl-6-(1-methylethenyl)cyclohex-3-ene-1,2-diol (935670-67-0) + 2-hydroxy-1-[(1R)-2,2,3-trimethylcyclopent-3-en-1-yl]ethanone (1309581-65-4) + (2R,4aS,8S,8aS)-2-(4-hydroxy-3-methoxyphenyl)-4,7-dimethyl-3,4,4a,5,8,8a-hexahydro-2H-chromene-4,8-diol + (2R,4aS,8S,8aS)-2-(4-hydroxy-3-methoxyphenyl)-4,7-dimethyl-3,4,4a,5,8,8a-hexahydro-2H-chromene-4,8-diol

Guidance literature:

With montmorillonite K₁₀ clay; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1007/s00044-015-1426-5

upstream raw materials:

trans-Crotonaldehyde

(1R,2R,4S,5R,6S)-2,7,7-trimethyl-3-oxatricyclo[4.1.1.0^4.2]octan-5-ol

salicylaldehyde

4-methoxy-benzaldehyde

Downstream raw materials:

(2S,4aR,8R,8aR)-4a,5,8,8a-tetrahydro-2-(3-hydroxy-4-methoxyphenyl)-4,4,7-trimethyl-4H-1,3-benzodioxin-8-ol

(2S,4R,4aR,8R,8aR)-2-(3-hydroxy-4-methoxyphenyl)-4,7-dimethyl-3,4,4a,5,8, 8a-hexahydro-2H-chromene-4,8-diol

(2S,4S,4aR,8R,8aR)-3,4,4a,5,8,8a-hexahydro-2-(3-hydroxy-4-methoxyphenyl)-4,7-dimethyl-2H-chromene-4,8-diol

(2R,4S,4aR,6S,7R,8aR,9S)-hexahydro-2,9-bis(3-hydroxy-4-methoxyphenyl)-4,7-dimethyl-2H-4,6-(epoxymethano)chromen-8(5H)-one