Cyclohexanol, 2-(phenylmethoxy)-, (1S,2S)-

Base Information

• Chemical Name: Cyclohexanol, 2-(phenylmethoxy)-, (1S,2S)-
• CAS No.: 85761-39-3
• Molecular Formula: C13H18O2
• Molecular Weight: 206.285
• DSSTox Substance ID: DTXSID30448057
• Nikkaji Number: J1.760.721I
• Mol file: 85761-39-3.mol

Synonyms:Cyclohexanol, 2-(phenylmethoxy)-, (1S,2S)-;85761-39-3;SCHEMBL20582658;DTXSID30448057;2beta-(Benzyloxy)cyclohexane-1alpha-ol

Chemical Property of Cyclohexanol, 2-(phenylmethoxy)-, (1S,2S)-

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 206.130679813
• Heavy Atom Count: 15
• Complexity: 175

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C(C1)O)OCC2=CC=CC=C2
• Isomeric SMILES: C1CC[C@@H]([C@H](C1)O)OCC2=CC=CC=C2

Technology Process of Cyclohexanol, 2-(phenylmethoxy)-, (1S,2S)-

There total 22 articles about Cyclohexanol, 2-(phenylmethoxy)-, (1S,2S)- 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: 99.0%

cis-1,2-cyclohexane (1792-81-0) + benzyl bromide (100-39-0) → (+/-)-cis-2-(benzyloxy)cyclohexanol (51329-29-4,51329-30-7,85761-38-2,85761-39-3,116661-88-2,116661-89-3,125992-58-7)

Guidance literature:

With 4-fluoroboronic acid; tetraethylammonium bromide; potassium carbonate; In acetonitrile; at 20 ℃; for 38h;

DOI:10.1016/j.tetlet.2009.01.063

Reference yield: 64.0%

C22H26O2 → (1S,2S)-cyclohexane-1,2-diol monobenzyl ether (85761-39-3)

Guidance literature:

With cyclohexane; tetraethylammonium bromide; In acetonitrile; Electrochemical reaction;

DOI:10.1016/S0040-4039(03)00009-1

Reference yield: 59.0%

(1S,2S)-trans-1,2-Cyclohexanediol (57794-08-8) + benzyl bromide (100-39-0) → (1S,2S)-cyclohexane-1,2-diol monobenzyl ether (85761-39-3) + C20H24O2

Guidance literature:

With sodium hydride; In dimethyl sulfoxide;

DOI:10.1016/S0040-4039(01)00331-8

upstream raw materials:

vinyl acetate

(+/-)-trans-2-benzyloxycyclohexan-1-ol

(1S,2S)-trans-1,2-Cyclohexanediol

benzyl bromide

Downstream raw materials:

(S)-2-(benzyloxy)cyclohexan-1-one

Acetic acid (1R,2S)-2-benzyloxy-cyclohexyl ester

C₃₀H₃₈N₄O₁₀

C₃₀H₃₈N₄O₁₀