14100-97-1

Basic information

• Product Name: CYCLOHEXANEMETHANOL, 1-METHANSULFONATE
• Synonyms: CYCLOHEXANEMETHANOL, 1-METHANSULFONATE;Cyclohexylmethyl mesylate;Cyclohexylmethyl methanesulphonate
• CAS NO: 14100-97-1
• Molecular Formula: C₈H₁₆O₃S
• Molecular Weight: 208.276
• Mol File: 14100-97-1.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 316.9±11.0 °C(Predicted)
• Appearance: /
• Density: 1.121±0.06 g/cm3(Predicted)
• CAS DataBase Reference: CYCLOHEXANEMETHANOL, 1-METHANSULFONATE(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOHEXANEMETHANOL, 1-METHANSULFONATE(14100-97-1)
• EPA Substance Registry System: CYCLOHEXANEMETHANOL, 1-METHANSULFONATE(14100-97-1)

Safety Data

• Hazardous Substances Data: 14100-97-1(Hazardous Substances Data)

Usage

Uses

Cyclohexylmethyl Mesylate is a reactant used in the preparation of (adamantanylureido)cyclohexanol derivatives as orally bioavailable potent soluble epoxide hydrolase inhibitors.

Upstream product

• 124-63-0 methanesulfonyl chloride 
• 100-49-2 cyclohexylmethyl alcohol 

Downstream Products

• 177025-65-9 methyl 4-(cyclohexylmethoxy)benzoate 
• 4435-14-7 2-cyclohexylacetonitrile 
• 107512-01-6 S-(cyclohexylmethyl) ethanethioate 
• 3218-02-8 cyclohexylmethylamine 
• 81917-06-8 (azidomethyl)cyclohexane 
• 36293-57-9 cyclohexylmethyl phenyl sulfoxide 
• 919092-38-9 (E)-4-[3-(2-cyclohexylmethoxy-6-hydroxyphenyl)-3-oxoprop-1-enyl]benzoic acid 
• 919092-47-0 (E)-4-[3-(2-cyclohexylmethoxy-6-hydroxyphenyl)-3-oxopropene-1-yl]phenylacetamide 
• 919092-35-6 (E)-1-(2-(cyclohexylmethoxy)-6-hydroxyphenyl)-3-(4-(methoxymethoxy)phenyl)prop-2-en-1-one 

Relevant articles and documents

Convenient Continuous Flow Synthesis of N-Methyl Secondary Amines from Alkyl Mesylates and Epoxides

The first continuous flow process was developed to synthesize N-methyl secondary amines from alkyl mesylates and epoxides via a nucleophilic substitution using aqueous methylamine. A variety of N-methyl secondary amines were produced in good to excellent yields, including a number of bioactive compounds or their precursors. Up to 10.6 g (88% yield) of an N-methyl secondary amine was produced in 140 min process time. The amination procedure included an in-line workup, and the starting mesylate material was also produced in continuous flow from the corresponding alcohol. Finally, an in-line process combining the mesylate synthesis and nucleophilic substitution was developed.

MYST FAMILY HISTONE ACETYLTRANSFERASE INHIBITORS

The present disclosure provides compounds, pharmaceutically acceptable compositions thereof, and methods of using the same.

One-pot preparation of Julia-Kocienski sulfides and sulfones from alcohols

A method for one-pot preparation of Julia-Kocienski sulfides and sulfones from alcohols and thiols is reported. A variety of primary alcohols were converted to the corresponding mesylates by methansulfonyl chloride and triethylamine in THF. After the reaction is complete, thiol (1 or 10) and either NaH or t-BuOK were added. The Julia-Kocienski sulfides 3, 9 and 11 were prepared by one-pot two steps procedure from alcohols in 76–96% yields (16 examples). Furthermore, after the sulfide formation, the reaction mixture was neutralized by p-toluenesulfonic acid and treated with H2O2 and ammonium molybdate in EtOH to give the Julia-Kocienski sulfones 4 in good yields except for trans-2-hexen-1-ol.