114499-81-9

Usage

Chemical class

Cyclohexane derivatives

Chirality

Chiral molecule

Enantiomer

(S)-enantiomer

Optical properties

Specific optical properties

Pharmaceutical industry use

Intermediate for the synthesis of chiral drugs

Asymmetric catalysis

Used as a chiral ligand

Organic chemistry applications

Building block for the synthesis of other chiral compounds

Upstream product

• 712-50-5 Cyclohexyl phenyl ketone 
• 10074-42-7 cyclohexyllithium 
• 1075-06-5 2,2-dihydroxy-1-phenyl-ethanone 
• 78620-93-6 (+/-)-3-cyclohexyl-3-hydroxy-3-phenylpropanoic acid 
• 26482-37-1 (+/-)-3-cyclohexyl-3-hydroxy-3-phenylpropanoic acid ethyl ester 
• 114531-89-4 (S)-(-)-3-cyclohexyl-3-hydroxy-3-phenylpropanoic acid 
• 135033-61-3 (S)-(+)-1-cyclohexyl-1-phenyl-2-propen-1-ol 
• 135033-59-9 (S)-Cyclohexyl-phenyl-(3R,7aS)-tetrahydro-pyrrolo[1,2-c]oxazol-3-yl-methanol 
• 20585-32-4 (S)-(+)-2-cyclohexyl-2-hydroxy-2-phenylacetaldehyde 
• 135033-55-5 (2R)-Benzoyl-3-oxa-1-azabicyclo<3.3.0>octane 

Downstream Products

• 114499-82-0 (S)-(-)-3-chloro-1-cyclohexyl-1-phenyl-1-propanol 
• 102473-43-8 Toluene-4-sulfonic acid (S)-3-cyclohexyl-3-hydroxy-3-phenyl-propyl ester 
• 149597-99-9 (S)-(+)-3-cyclohexyl-3-hydroxy-3-phenylpropyl 4-nitrobenzenesulfonate 
• 135033-61-3 (S)-(+)-1-cyclohexyl-1-phenyl-2-propen-1-ol 
• 149598-04-9 (+)-(2S,3S)-trans-3-cyclohexyl-3-phenyloxiranemethanol 
• 149714-32-9 (2R,3S)-(+)-3-cyclohexyl-2,3-epoxy-3-phenyl-1-propanol 
• 149598-01-6 (1S,2S)-(+)-1-cyclohexyl-2,3-epoxy-1-phenyl-1-propanol 
• 149632-19-9 (1S,2R)-(+)-1-cyclohexyl-2,3-epoxy-1-phenyl-1-propanol 
• 149598-05-0 (2S,3S)-(+)-3-cyclohexyl-2,3-epoxy-3-phenylpropyl 4-nitrobenzenesulfonate 
• 149714-35-2 (2R,3S)-(+)-3-cyclohexyl-2,3-epoxy-3-phenylpropyl 4-nitrobenzenesulfonate 
• 30953-83-4 (S)-(+)-1-cyclohexyl-1-phenyl-3-(1-pyrrolidinyl)-1-propanol hydrochloride 
• 30953-86-7 (+)-Trihexyphenidyl hydrochloride 
• 40520-24-9 (+)-Trihexyphenidyl 

Relevant academic research and scientific papers

Anticholinergic Agents 3. Synthesis and Configurational Assignment of the Four Stereoisomers of 1-Cyclohexyl-1,2-epoxy-1-phenyl-3-piperidinylpropane

The four stereoisomers of 1-cyclohexyl-1,2-epoxy-1-phenyl-3-piperidylpropane which are putative muscarinic antagonists, have been synthesised employing (S)- and (R)-1-cyclohexyl-1-phenyl-1,3-propanediol as chiral synthons.The relative configuration of the

Stereodivergent synthesis of optically active tertiary alcohols via addition reaction of chiral 2-acyl oxazolidine with organometallics

It was observed that diastereoselectivity in an addition reaction to chiral 2-acyl oxazolidine, derived from (S)-prolinol, can be fully regulated under appropriate conditions. Addition of organotitanium triisopropoxides provided (S)-tertiary alcohols, while organolithium reagents afforded the corresponding (R)-alcohols. Application of this methodology was demonstrated in the synthesis of (+)- and (-)-trihexyphenidyl.

Syntheses of (S)-(+)-trihexyphenidyl hydrochloride and (S)-(+)-procyclidine hydrochloride, two anticholinergics, using (S)-(-)-3-cyclohexyl-3-hydroxy-3-phenylpropanoic acid as chiral synthon.

The absolute configuration of the more active (-)-enantiomer of the anticholinergic trihexyphenidyl hydrochloride has been established as (R) by syntheses of (S)-(+)-procyclidine hydrochloride, whose absolute configuration has been established previously,