(1S,2S)-α-benzylcyclohexanol

Base Information

• Chemical Name: (1S,2S)-α-benzylcyclohexanol
• CAS No.: 123619-80-7
• Molecular Formula: C₁₃H₁₈O
• Molecular Weight: 190.285
• Mol file: 123619-80-7.mol

Synonyms:(1S,2S)-α-benzylcyclohexanol

Chemical Property of (1S,2S)-α-benzylcyclohexanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S)-α-benzylcyclohexanol

There total 35 articles about (1S,2S)-α-benzylcyclohexanol 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: 88.0%

2-phenylmethylenecyclohexan-1-one (31021-02-0) + PTS (p-toluenesulfonic acid) → (1S,2S)-α-benzylcyclohexanol (123619-80-7) + (1S,2R)-α-benzylcyclohexanol (125992-53-2)

Guidance literature:

With sodium hydroxide; benzaldehyde; aluminum nickel; In methanol; water; cyclohexanone; toluene;

Reference yield: 87.0%

(E)-2-benzylidenecyclohexanone (5682-83-7,31021-02-0,1467-15-8) → trans-2-benzylcyclohexanol (5333-61-9,5915-08-2,5947-19-3,121961-01-1,123619-80-7,125992-52-1,125992-53-2)

Guidance literature:

With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; Heating;

DOI:10.1016/S0040-4039(00)98056-0

Reference yield: 85.0%

(1S,2R)-2-[(R)-hydroxy(phenyl)methyl]cyclohexanol (1215096-69-7) → (1S,2S)-α-benzylcyclohexanol (123619-80-7)

Guidance literature:

With 1% Pd/C; hydrogen; In ethanol; at 20 ℃; for 48h; under 4137.29 Torr;

DOI:10.1002/ejoc.200901006

upstream raw materials:

(E)-2-benzylidenecyclohexanone

(S)-2-benzylcyclohexanone

allyl 1-benzyl-2-oxocyclohexane-1-carboxylate

2-phenylmethylenecyclohexan-1-one

Downstream raw materials:

2-benzylcyclohexan-1-one

(+/-)-trans-2-acetoxy-1-benzyl-cyclohexane

(+/-)-3.5-dinitro-benzoic acid-(trans-2-benzyl-cyclohexyl ester)

(1S,2R)-α-benzylcyclohexanol

Refernces

• 1、 Mikhael, Myriam,Guo, Wentao,Tantillo, Dean J.,Wengryniuk, Sarah E.. "Umpolung Strategy for Arene C?H Etherification Leading to Functionalized Chromanes Enabled by I(III) N-Ligated Hypervalent Iodine Reagents". supporting information. p. 4867 - 4875. Retrieved 2021/09/14.
• 2、 Arai, Noriyoshi,Okabe, Yuki,Ohkuma, Takeshi. "Isomerization-Asymmetric Hydrogenation Sequence Converting Racemic β-Ylidenecycloalkanols into Stereocontrolled β-Substituted Cycloalkanols Using a Ru Catalytic System with Dual Roles". . p. 5540 - 5547. Retrieved 2019/11/16.