1,4:3,6-dianhydromannitol di-p-toluenesulfonate

Base Information

• Chemical Name: 1,4:3,6-dianhydromannitol di-p-toluenesulfonate
• CAS No.: 54522-28-0
• Molecular Formula: C₂₀H₂₂O₈S₂
• Molecular Weight: 454.522
• Mol file: 54522-28-0.mol

Synonyms:

Chemical Property of 1,4:3,6-dianhydromannitol di-p-toluenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4:3,6-dianhydromannitol di-p-toluenesulfonate

There total 17 articles about 1,4:3,6-dianhydromannitol di-p-toluenesulfonate 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: 97.0%

p-toluenesulfonyl chloride (98-59-9) + Isosorbide (652-67-5) → (3R,3aS,6S,6aS)-hexahydrofuro[3,2-b]furan-3,6-diyl bis(4-methylbenzenesulfonate) (54522-28-0,66966-12-9,67890-26-0,76793-35-6,107740-09-0)

Guidance literature:

With triethylamine; In dichloromethane; at 25 - 50 ℃; for 20.25h; Product distribution / selectivity;

Reference yield: 96.0%

p-toluenesulfonyl chloride (98-59-9) + 1,4:3,6-dianhydro-D-mannitol (641-74-7) → (3R,3aS,6R,6aS)-hexahydrofuro[3,2-b]furan-3,6-diyl bis(4-methylbenzenesulfonate) (54522-28-0,66966-12-9,67890-26-0,76793-35-6,107740-09-0)

Guidance literature:

DOI:10.1021/jo00069a015

Reference yield: 90.0%

p-toluenesulfonyl chloride (98-59-9) + 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) → 1,4:3,6-dianhydro-2,5-di-O-p-tosyl-D-iditol (54522-28-0,66966-12-9,67890-26-0,76793-35-6,107740-09-0)

Guidance literature:

In pyridine; at 0 - 5 ℃; for 3h; Inert atmosphere;

DOI:10.1002/cssc.201100398

upstream raw materials:

p-toluenesulfonyl chloride

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

mannitol

1,4:3,6-dianhydro-2,5-di-O-benzoyl-D-mannitol

Downstream raw materials:

1,4:3,6-dianhydro-L-iditol

1,4:3,6-dianhydro-2,5-di-O-p-tosyl-D-iditol

(3R,3aR,6S,6aR)-hexahydrofuro[3,2-b]furan-3,6-diamine

(1S,4S,5R,8S)-(+)-8-Iodo-4-(p-toluenesulfonyloxy)-2,6-dioxa<3.3.0>octane

Refernces

• 1、 -. "NOVEL AZABENZIMIDAZOLE HEXAHYDROFURO[E,2-B]FURAN DERIVATIVES". Paragraph 0601. . Retrieved 2015/10/28.
• 2、 -. "MONOFLUORINATED DERIVATIVES OF DIANHYDROHEXITOLS AND PROCESSES FOR MAKING THE SAME". Paragraph 0041; 0042. . Retrieved 2014/01/08.