122621-70-9

Basic information

• Product Name: (1S,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-enol
• Synonyms: (1S,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-enol
• CAS NO: 122621-70-9
• Molecular Weight: 152.236
• Mol File: 122621-70-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (1S,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-enol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-enol(122621-70-9)
• EPA Substance Registry System: (1S,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-enol(122621-70-9)

Safety Data

• Hazardous Substances Data: 122621-70-9(Hazardous Substances Data)

Upstream product

• 122554-36-3 (S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-enone 
• 935670-67-0 (1R,2R,6S)-3-methyl-6-(1-methylethenyl)cyclohex-3-ene-1,2-diol 
• 1469904-18-4 (1R,2R,6S)-2-chloro-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-enol 
• 1469904-17-3 (1R,2R,6S)-2-bromo-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-enol 
• 122621-69-6 <1S-(1α,6β,10α)>-10-Bromo-3,3,5,5,9-pentamethyl-2,4-dioxabicyclo<4.4.0>dec-8-ene 
• 122554-34-1 <1R-(trans)>-3,3,5,5,9-Pentamethyl-2,4-dioxabicyclo<4.4.0>dec-8-ene 
• 78-79-5 isoprene 
• 122620-71-7 <5R-(trans)>-p-Mentha-1,8-dien-5-ol 
• 890711-67-8 (4S,5R)-p-mentha-1,8-diene-5-acetate 
• 890711-69-0 (1R,6R)-6-acetyl-3-methylcyclohex-3-en-1-yl acetate 
• 890711-65-6 1-((1R,6R)-6-hydroxy-4-methylcyclohex-3-enyl)ethanone 
• 473-67-6 trans-verbenol 
• 20019-62-9 (+/-)-trans-p-mentha-1,8-dien-5-ol 

Downstream Products

• 122620-71-7 <5R-(trans)>-p-Mentha-1,8-dien-5-ol 
• 122554-36-3 (S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-enone 
• 890711-67-8 (4S,5R)-p-mentha-1,8-diene-5-acetate 
• 890711-66-7 (4R,5S)-trans-p-mentha-1,8-dien-5-ol 
• 136629-02-2 (1S,6R)-6-(1-Chloromethyl-vinyl)-3-methyl-cyclohex-3-enol 

Relevant articles and documents

3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol: The importance of functional groups for antiparkinsonian activity

Compounds with different sets of three of the four functional groups of (1R,2R,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol 1 possessing high antiparkinsonian activity were synthesized. The synthesized compounds were tested for the antiparkinsonian activity in vivo on a mouse model with MPTP neurotoxin. A pronounced antiparkinsonian effect of 1 can only be achieved if it contains all the four functional groups (two hydroxy groups and two double bonds). The 2-hydroxy group or the 3,4-double bond is not required for stimulating the exploratory activity of the animals.

Selective Synthesis of trans- and cis-p-Mentha-1,8-dien-5-ol from trans-Verbenol

A selective synthesis of both trans- and cis-p-mentha-1,8-dien-5-ol from trans-verbenol is described.The sequence leading to trans-p-mentha-1,8-dien-5-ol consists of cleavage of the cyclobutane ring of pinene with N-bromosuccinimide in acetone to give the acetonide of 6-bromo-trans-p-menthene-5,8-diol, hydrodebromination with lithium aluminum hydride, and acidic treatment of the resultant acetonide of trans-p-menthene-5,8-diol. cis-p-Mentha-1,8-dien-5-ol is obtained by Swern oxidation of the trans-isomer and reduction of the resultant ketone with lithium tri-sec-butylborohydride.Acidic treatment of the acetonide of cis-p-menthene-5,8-diol (obtained from cis-verbenol) gives exclusively p-mentha-1(7),2-dien-8-ol.