O,O-Dimethylisomannide

Base Information

• Chemical Name: O,O-Dimethylisomannide
• CAS No.: 121693-37-6
• Molecular Formula: C8H14 O4
• Molecular Weight: 328.31296
• Mol file: 121693-37-6.mol

Synonyms:Furo[3,2-b]furan,D-mannitol deriv.; Dimethyl isomannide

Chemical Property of O,O-Dimethylisomannide

Chemical Property:

• PSA: 36.92000
• LogP: -0.18600

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of O,O-Dimethylisomannide

There total 9 articles about O,O-Dimethylisomannide 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: 75.0%

trimethyl phosphite (512-56-1) + 1,4:3,6-dianhydro-D-mannitol (641-74-7) → dimethyl isomannide (121693-37-6)

Guidance literature:

With iron(II) triflate; In neat (no solvent); at 100 ℃; for 15h;

DOI:10.1002/cssc.201701841

Reference yield: 69.0%

1,4:3,6-dianhydro-D-mannitol (641-74-7) + methyl iodide (74-88-4) → dimethyl isomannide (121693-37-6)

Guidance literature:

With sodium hydroxide; In dimethyl sulfoxide; 1.) 50 deg C, 15 min, 2.) 50 deg C 1 h, 3.) 70 deg C, 12 h;

DOI:10.1007/BF00965372

Reference yield:

carbonic acid dimethyl ester (616-38-6) + 1,4:3,6-dianhydro-D-mannitol (641-74-7) → dimethyl isomannide (121693-37-6)

Guidance literature:

With 1-Methylpyrrolidine; at 200 ℃; for 12h; under 15001.5 Torr; Autoclave;

DOI:10.1039/d1cy00465d

upstream raw materials:

1,4:3,6-dianhydro-D-mannitol

methyl iodide

isosorbide dimethyl ether

mannitol

Refernces

• 1、 El'perina, E. A.,Abylgaziev, R. I.,Struchkova, M. I.,Serebryakov, E. P.. "CHIRAL COMPLEX FORMERS AND AGENTS FOR TRANSPHASE TRANSFER. COMMUNICATION 3. SYNTHESIS OF PODANDS WITH C2 SYMMETRY AND 24-CROWN-8-ETHER WITH D2 SYMMETRY DERIVED FROM 1,4:3,6-DIANHYDRO-D-MANNITOL". . p. 528 - 533. Retrieved 1988.
• 2、 Annatelli, Mattia,Aricò, Fabio,Dalla Torre, Davide,Musolino, Manuele. "Dimethyl isosorbideviaorganocatalystN-methyl pyrrolidine: scaling up, purification and concurrent reaction pathways". . p. 3411 - 3421. Retrieved 2021/06/06.
• 3、 Dang,Roberts,Tocher. "Selective radical-chain epimerisation at electron-rich chiral tertiary C-H centres using thiols as protic polarity-reversal catalysts". . p. 2452 - 2461. Retrieved 2007/10/03.