109527-45-9

Basic information

• Product Name: (1S,2R)-(+)-TRANS-2-(1-METHYL-1-PHENYLETHYL)CYCLOHEXANOL
• Synonyms: (1S,2R)-(+)-TRANS-2-(1-METHYL-1-PHENYL-E THYL)CYCLOHEXANOL, 98% (98% EE/HPLC);(1S,2R)-(+)-TRANS-2-(1-METHYL-1-PHENYLETHYL)CYCLOHEXANOL
• CAS NO: 109527-45-9
• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 218.33
• Product Categories: Alcohols;Chiral Building Blocks;Organic Building Blocks
• Mol File: 109527-45-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 300 °C(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.008 g/mL at 25 °C(lit.)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: n20/D 1.541(lit.)
• CAS DataBase Reference: (1S,2R)-(+)-TRANS-2-(1-METHYL-1-PHENYLETHYL)CYCLOHEXANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R)-(+)-TRANS-2-(1-METHYL-1-PHENYLETHYL)CYCLOHEXANOL(109527-45-9)
• EPA Substance Registry System: (1S,2R)-(+)-TRANS-2-(1-METHYL-1-PHENYLETHYL)CYCLOHEXANOL(109527-45-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 109527-45-9(Hazardous Substances Data)

Usage

General Description

(1S,2R)-(+)-TRANS-2-(1-METHYL-1-PHENYLETHYL)CYCLOHEXANOL is a chemical compound with the molecular formula C12H18O. It is an enantiomer of the chemical cis-2-(1-methyl-1-phenylethyl)cyclohexanol, and it is known for its use in the production of pharmaceuticals and as a building block in organic synthesis. The compound has a cyclohexane ring with a trans-orientation of the 2-methyl-1-phenylethyl substituent, giving it a chiral center. It has been used in research and development for its potential therapeutic applications, specifically as an analgesic and as a potential treatment for substance abuse. Additionally, it has been studied for its potential use in the synthesis of natural products and related compounds.

InChI:InChI=1/C15H22O/c1-15(2,12-8-4-3-5-9-12)13-10-6-7-11-14(13)16/h3-5,8-9,13-14,16H,6-7,10-11H2,1-2H3/t13-,14-/m0/s1

Upstream product

• 98-82-8 Isopropylbenzene 
• 286-20-4 cyclohexane-1,2-epoxide 
• 199742-72-8 1-[2-bromo-4,5-dimethoxybenzyl]-2-[((1S,2R)-(1-methyl-1-phenylethyl)cyclohexyloxy)carbonyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 221007-40-5 (R)-4-Oxo-2-((1E,3E)-4-phenyl-buta-1,3-dienyl)-5-triisopropylsilanyl-3,4-dihydro-2H-pyridine-1-carboxylic acid (1S,2R)-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 
• 161693-64-7 (1S,2R)-2-(1-methyl-1-phenylethyl)cyclohexyl chloroformate 
• 199742-71-7 N-[(1S,2R)-(2-(1-methyl-1-phenylethyl)cyclohexyloxy)carbonyl]-2-(3,4-dimethoxyphenyl)ethylamine 
• 1228187-18-5 (2S,5R)-((1S,2R)-2-(2-phenylpropan-2-yl)cyclohexyl)tetrahydro-5-((S)-2-trimethylsiloxy-6-methylhept-5-en-2-yl)-2-methylfuran-2-carboxylate 

Downstream Products

• 1228187-17-4 (Z)-(1S,2R)-2-(2-phenylpropan-2-yl)cyclohexyl-6,10-dimethyl-2-methyleneundeca-5,9-dienoate 
• 1296196-28-5 (R)-2-(2-phenylpropan-2-yl)cyclohexanone 
• 1361955-39-6 (1S,2R)-2-(1-methyl-1-phenylethyl)cyclohexyl 2-chloroacetate 
• 1361955-23-8 (1S,2R)-2-(1-methyl-1-phenylethyl)cyclohexyl 4,5-dimethyl-2-(methylsulfanyl)-3,6-dihydro-2H-thiopyran-2-carboxylate 
• 1361955-11-4 C₁₈H₂₄O₂S₂ 
• 161693-64-7 (1S,2R)-2-(1-methyl-1-phenylethyl)cyclohexyl chloroformate 
• 681006-05-3 2-(2-phenylpropan-2-yl)cyclohexyl-2-oxopiperidine-1-carboxylate 
• 681006-04-2 2-oxo-pyrrolidine-1-carboxylic acid 2-(1S,2R)-(1-methyl-1-phenylethyl)cyclohexyl ester 

Relevant articles and documents

Dialkoxycarbenes in (4 + 1) Cycloadditions: Application to the Synthesis of Carotol

Dialkoxycarbenes are more reactive than NHCs and participate in many reactions including a formal (4 + 1) cycloaddition with electron-deficient dienes. We have learned to control the relative stereochemistry of the newly created chiral carbons in this pro

Asymmetric synthesis of dienomycin C

The first asymmetric synthesis of dienomycin C was accomplished in seven Steps and 46% overall yield.

An efficient preparation of (+)-trans-2-(α-cumyl)cyclohexanol ((+)-TCC): A practical alternative to (+)-8-phenylmenthol

An efficient synthesis and resolution of trans-2-(α-cumyl)cyclohexanol gives the (+)-enantiomer in three steps from cyclohexene oxide.