trans-2-Hydroxycyclohexyl p-toluenesulfonate

Base Information

• Chemical Name: trans-2-Hydroxycyclohexyl p-toluenesulfonate
• CAS No.: 15051-90-8
• Molecular Formula: C₁₃H₁₈O₄S
• Molecular Weight: 270.35
• European Community (EC) Number: 622-515-5
• DSSTox Substance ID: DTXSID40448942
• Nikkaji Number: J231.885G
• Wikidata: Q76416258
• Mol file: 15051-90-8.mol

Synonyms:15051-90-8;[(1R,2R)-2-hydroxycyclohexyl] 4-methylbenzenesulfonate;(1R,2R)-2-hydroxycyclohexyl 4-methylbenzenesulfonate;trans-2-Hydroxycyclohexyl p-toluenesulfonate;SCHEMBL8455027;DTXSID40448942;(1R)-2alpha-Tosyloxy-1-cyclohexanol;AKOS024342576

Chemical Property of trans-2-Hydroxycyclohexyl p-toluenesulfonate

Chemical Property:

• PSA: 71.98000
• LogP: 3.08460
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 270.09258022
• Heavy Atom Count: 18
• Complexity: 352

Purity/Quality:

TRANS-2-HYDROXYCYCLOHEXYL P-TOLUENE-SULFONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC2CCCCC2O
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)O[C@@H]2CCCC[C@H]2O

Technology Process of trans-2-Hydroxycyclohexyl p-toluenesulfonate

There total 17 articles about trans-2-Hydroxycyclohexyl p-toluenesulfonate 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) + p-toluenesulfonyl chloride (98-59-9) → 2-hydroxycyclohexyl 4-methylbenzenesulfonate (15051-90-8,89959-75-1,99835-44-6,132961-67-2)

Guidance literature:

With 2-Aminoethoxydiphenylborane; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 23 ℃; for 24h; Reagent/catalyst; regioselective reaction; Kinetics; Inert atmosphere;

DOI:10.1021/ja302549c

Reference yield: 85.0%

cyclohexene oxide (286-20-4) + -o-toluene (73177-97-6) → trans-2-hydroxycyclohexyl p-toluenesulfonate (15051-90-8,89959-75-1,99835-44-6,132961-67-2)

Guidance literature:

In dichloromethane; for 144h; Ambient temperature;

DOI:10.1021/jo00187a032

Reference yield: 73.0%

trans-1,2-cyclohexandiol (1460-57-7) + p-toluenesulfonyl chloride (98-59-9) → trans-2-hydroxycyclohexyl p-toluenesulfonate (15051-90-8,89959-75-1,99835-44-6,132961-67-2)

Guidance literature:

With di(n-butyl)tin oxide; triethylamine; In dichloromethane; at 20 ℃; for 5.33333h;

DOI:10.1016/S0040-4039(00)00500-1

upstream raw materials:

cyclohexane-1,2-epoxide

toluene-4-sulfonic acid

cyclohexene

cyclohexene oxide

Downstream raw materials:

cyclopentanealdehyde

1,2-Cyclohexanediol

cyclohexane-1,2-epoxide

trans-2-acetoxy-1-cyclohexanol