(R,R)-1,2-Bis(methanesulfonyloxymethyl)cyclohexane

Base Information

• Chemical Name: (R,R)-1,2-Bis(methanesulfonyloxymethyl)cyclohexane
• CAS No.: 186204-35-3
• Molecular Formula: C10H20O6S2
• Molecular Weight: 300.397
• Hs Code.: 2904100090
• Mol file: 186204-35-3.mol

Synonyms:(1R,2R)-1,2-Cyclohexanediylbis(methylene) dimethanesulfonate;

Chemical Property of (R,R)-1,2-Bis(methanesulfonyloxymethyl)cyclohexane

Chemical Property:

• Appearance/Colour: off-white solid
• Boiling Point: 495.284 °C at 760 mmHg
• Flash Point: 253.339 °C
• PSA: 103.50000
• Density: 1.271 g/cm³
• LogP: 2.90680
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

(1R,2R)-1,2-Cyclohexanedimethanol1,2-Dimethanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (1R,2R)-1,2-Cyclohexanedimethanol 1,2-Dimethanesulfonate (cas# 186204-35-3) is a compound useful in organic synthesis.

Technology Process of (R,R)-1,2-Bis(methanesulfonyloxymethyl)cyclohexane

There total 15 articles about (R,R)-1,2-Bis(methanesulfonyloxymethyl)cyclohexane 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: 92.6%

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane (65376-05-8,25712-33-8) + methanesulfonyl chloride (124-63-0) → (1R,2R)-(-)-trans-cyclohexane-1,2-diylbis(methylene)dimethanesulfonate (186204-35-3)

Guidance literature:

With triethylamine; at 0 - 5 ℃; Industrial scale;

Reference yield:

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane (65376-05-8,25712-33-8) + methanesulfonyl chloride (124-63-0) → (1R,2R)-(-)-trans-cyclohexane-1,2-diylbis(methylene)dimethanesulfonate (186204-35-3)

Guidance literature:

With triethylamine; at 0 - 20 ℃; for 2h;

Reference yield:

(1R,2R)-(-)-trans-cyclohexane-1,2-dicarboxylic acid (46022-05-3) → (1R,2R)-(-)-trans-cyclohexane-1,2-diylbis(methylene)dimethanesulfonate (186204-35-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sulfuric acid / 18 h / 40 °C

2.1: diisobutylaluminium hydride / toluene / 6 h / -5 - 20 °C / Inert atmosphere

2.2: 13 h / -5 - 40 °C

3.1: triethylamine / chloroform / 5 h / 0 - 20 °C

With sulfuric acid; diisobutylaluminium hydride; triethylamine; In chloroform; toluene;

upstream raw materials:

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

methanesulfonyl chloride

phthalic acid dimethyl ester

(+/-)-trans-2-(hydroxymethyl)cyclohexylmethanol

Downstream raw materials:

(3aR,7aR)-4’-(benzo[d]isothiazol-3-yl)octahydrospiro[isoindole-2,1’-piperazin]-2-ium methanesulfonate

lurasidone

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