Dimethylmyleran

Base Information

• Chemical Name: Dimethylmyleran
• CAS No.: 55-93-6
• Molecular Formula: C8H18O6S2
• Molecular Weight: 274.359
• NSC Number: 180543,180542,180541,232202,232201,23890
• DSSTox Substance ID: DTXSID601339464
• Nikkaji Number: J1.445.416K
• Wikidata: Q27135624
• NCI Thesaurus Code: C1073
• Metabolomics Workbench ID: 64917
• Mol file: 55-93-6.mol

Synonyms:dimethylbusulfan;dimethylmyleran;dimethylmyleran, (+-)-isomer;dimethylmyleran, (meso)-isomer;NSC 23890

Chemical Property of Dimethylmyleran

Chemical Property:

• Vapor Pressure: 3.36E-08mmHg at 25°C
• Refractive Index: 1.5630 (estimate)
• Boiling Point: 459.8°Cat760mmHg
• Flash Point: 231.9°C
• PSA: 103.50000
• Density: 1.269g/cm³
• LogP: 2.65760
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 274.05448064
• Heavy Atom Count: 16
• Complexity: 345

Purity/Quality:

98%min ^*data from raw suppliers

DIMETHYLMYLERAN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC(C)OS(=O)(=O)C)OS(=O)(=O)C

Technology Process of Dimethylmyleran

There total 7 articles about Dimethylmyleran 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: 52.0%

hexane-2,5-diol (2935-44-6) + methanesulfonyl chloride (124-63-0) → 1,4-bis(methylsulfonyloxy)-1,4-dimethylbutane (55-93-6)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 0 - 20 ℃; for 4.16667h; Inert atmosphere;

DOI:10.1246/bcsj.20210023

Reference yield:

hexane-2,5-diol (2935-44-6) + methanesulfonyl chloride (124-63-0) → meso-2,5-hexanediol dimethanesulfonate (33447-90-4) + d,l-2,5-hexanediol dimethanesulfonate (55-93-6,33447-90-4,33447-91-5,119008-52-5,129705-31-3)

Guidance literature:

With triethylamine; In dichloromethane; at -20 - 0 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(00)80066-X

Reference yield:

hexane-2,5-diol (2935-44-6) → d,l-2,5-hexanediol dimethanesulfonate (55-93-6,33447-90-4,33447-91-5,119008-52-5,129705-31-3)

Guidance literature:

Multi-step reaction with 3 steps

2: (saponification)

3: Py

With pyridine;

DOI:10.1039/P19720002460

upstream raw materials:

hexane-2,5-diol

methanesulfonyl chloride

(+/-)-2,5-hexanediol

Downstream raw materials:

2R,5R-bis(diphenylphosphino)hexane

Refernces

• 1、 Zwaagstra,Meetsma,Feringa. "Asymmetric synthesis of trans-2,5-dimethylpyrrolidine". . p. 2163 - 2172. Retrieved 2007/10/02.