isosorbide

Base Information

• Chemical Name: isosorbide
• CAS No.: 89825-36-5
• Molecular Formula: C₆H₁₀O₄
• Molecular Weight: 146.143
• Mol file: 89825-36-5.mol

Synonyms:isosorbide

Chemical Property of isosorbide

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of isosorbide

There total 35 articles about isosorbide 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: 96.0%

(3S,3aR,6S,6aR)-6-(benzoyloxy)hexahydrofuro[3,2-b]furan-3-yl benzoate (3014-56-0,24332-64-7) → 1,4:3,6-dianhydro-L-iditol (641-74-7,652-67-5,5627-19-0,24332-71-6,28218-68-0,28948-16-5,28980-83-8,89825-36-5,124508-14-1,151380-60-8)

Guidance literature:

With potassium cyanide; sodium methylate; In methanol; at 25 ℃; for 2h;

DOI:10.1016/S0957-4166(02)00411-1

Reference yield: 60.0%

D-sorbitol (50-70-4) + carbonic acid dimethyl ester (616-38-6) → 1,4:3,6-dianhydro-D-mannitol (641-74-7) + 1,4:3,6-dianhydro-L-iditol (641-74-7,652-67-5,5627-19-0,24332-71-6,28218-68-0,28948-16-5,28980-83-8,89825-36-5,124508-14-1,151380-60-8) + isosorbide dimethyl ether (5306-85-4)

Guidance literature:

With triethylamine; In biphenyl; at 90 - 200 ℃; for 48h; under 63756.4 Torr; Reagent/catalyst; Autoclave; Inert atmosphere;

DOI:10.1002/cssc.201601382

Reference yield: 43.4%

1,4:3,6-dianhydro-D-mannitol (641-74-7) → Isosorbide (652-67-5) + 1,4:3,6-dianhydro-L-iditol (641-74-7,652-67-5,5627-19-0,24332-71-6,28218-68-0,28948-16-5,28980-83-8,89825-36-5,124508-14-1,151380-60-8)

Guidance literature:

With dodecacarbonyl-triangulo-triruthenium; 4,5-bis((diisopropylphosphanyl)methyl)acridine; In tert-Amyl alcohol; at 170 ℃; for 21h; Temperature; Inert atmosphere; Schlenk technique; Autoclave;

DOI:10.1002/cctc.201300407

upstream raw materials:

D-sorbitol

cellulose

sorbitol

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

Downstream raw materials:

1,6-dichloro-1,6-dideoxy-mannitol

tetrahydrofuran-2,5-dimethanol

1,6-hexanediol

hexane-1,5-diol

Refernces

• 1、 Bahé, Florian,Grand, Lucie,Cartier, Elise,Jacolot, Ma?wenn,Moebs-Sanchez, Sylvie,Portinha, Daniel,Fleury, Etienne,Popowycz, Florence. "Direct Amination of Isohexides via Borrowing Hydrogen Methodology: Regio- and Stereoselective Issues". supporting information. p. 599 - 608. Retrieved 2020/02/04.
• 2、 Niemeier, Johannes,Engel, Rebecca V.,Rose, Marcus. "Is water a suitable solvent for the catalytic amination of alcohols?". supporting information. p. 2839 - 2845. Retrieved 2017/07/24.