2,5-di-O-<2'-(p-tolylsulfonyloxy)ethoxy>-1,4:3,6-dianhydro-D-mannitol

Base Information

• Chemical Name: 2,5-di-O-<2'-(p-tolylsulfonyloxy)ethoxy>-1,4:3,6-dianhydro-D-mannitol
• CAS No.: 121710-03-0
• Molecular Formula: C₂₄H₃₀O₁₀S₂
• Molecular Weight: 542.628
• Mol file: 121710-03-0.mol

Synonyms:2,5-di-O-<2'-(p-tolylsulfonyloxy)ethoxy>-1,4:3,6-dianhydro-D-mannitol

Chemical Property of 2,5-di-O-<2'-(p-tolylsulfonyloxy)ethoxy>-1,4:3,6-dianhydro-D-mannitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,5-di-O-<2'-(p-tolylsulfonyloxy)ethoxy>-1,4:3,6-dianhydro-D-mannitol

There total 3 articles about 2,5-di-O-<2'-(p-tolylsulfonyloxy)ethoxy>-1,4:3,6-dianhydro-D-mannitol 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: 50.0%

2,5-di-O-(2'-hydroxyethoxy)-1,4:3,6-dianhydro-D-mannitol (121693-50-3) + p-toluenesulfonyl chloride (98-59-9) → 2,5-di-O-<2'-(p-tolylsulfonyloxy)ethoxy>-1,4:3,6-dianhydro-D-mannitol (121710-03-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; for 3h;

DOI:10.1002/(SICI)1099-0690(199905)1999:5<995::AID-EJOC995>3.0.CO;2-K

Reference yield:

2,5-di-O-<2'-(tetrahydropyran-2-yloxy)ethoxy>-1,4:3,6-dianhydro-D-mannitol (121693-40-1) → 2,5-di-O-<2'-(p-tolylsulfonyloxy)ethoxy>-1,4:3,6-dianhydro-D-mannitol (121710-03-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / HCl / methanol / 3 h / Ambient temperature

2: 50 percent / NaOH / H₂O; tetrahydrofuran / 3 h

With hydrogenchloride; sodium hydroxide; In tetrahydrofuran; methanol; water;

DOI:10.1002/(SICI)1099-0690(199905)1999:5<995::AID-EJOC995>3.0.CO;2-K

Reference yield:

1,4:3,6-dianhydro-D-mannitol (641-74-7) → 2,5-di-O-<2'-(p-tolylsulfonyloxy)ethoxy>-1,4:3,6-dianhydro-D-mannitol (121710-03-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 61 percent / NaOH / dimethylsulfoxide / 18 h / 80 °C

2: 93 percent / HCl / methanol / 3 h / Ambient temperature

3: 50 percent / NaOH / H₂O; tetrahydrofuran / 3 h

With hydrogenchloride; sodium hydroxide; In tetrahydrofuran; methanol; water; dimethyl sulfoxide;

DOI:10.1002/(SICI)1099-0690(199905)1999:5<995::AID-EJOC995>3.0.CO;2-K

upstream raw materials:

2,5-di-O-(2'-hydroxyethoxy)-1,4:3,6-dianhydro-D-mannitol

p-toluenesulfonyl chloride

2,5-di-O-<2'-(tetrahydropyran-2-yloxy)ethoxy>-1,4:3,6-dianhydro-D-mannitol

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

Downstream raw materials:

2,5-di-O-<2'-(p-benzyloxyphenoxy)ethoxy>-1,4:3,6-dianhydro-D-mannitol

2,5-di-O-<2'-(p-hydroxyphenoxy)ethoxy>-1,4:3,6-dianhydro-D-mannitol