1,6-anhydro-4-deoxy-4-methyl-2-O-p-tolylsulfonyl-β-D-idopyranose

Base Information

• Chemical Name: 1,6-anhydro-4-deoxy-4-methyl-2-O-p-tolylsulfonyl-β-D-idopyranose
• CAS No.: 872050-03-8
• Molecular Formula: C₁₄H₁₈O₆S
• Molecular Weight: 314.359
• Mol file: 872050-03-8.mol

Synonyms:1,6-anhydro-4-deoxy-4-methyl-2-O-p-tolylsulfonyl-β-D-idopyranose

Chemical Property of 1,6-anhydro-4-deoxy-4-methyl-2-O-p-tolylsulfonyl-β-D-idopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,6-anhydro-4-deoxy-4-methyl-2-O-p-tolylsulfonyl-β-D-idopyranose

There total 2 articles about 1,6-anhydro-4-deoxy-4-methyl-2-O-p-tolylsulfonyl-β-D-idopyranose 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: 89.0%

1,6:3,4-dianhydro-2-O-p-toluenesulfonyl-β-D-altropyranose (90301-25-0) + methylmagnesium chloride (676-58-4) → 1,6-anhydro-4-deoxy-4-methyl-2-O-p-tolylsulfonyl-β-D-idopyranose (872050-03-8)

Guidance literature:

With copper(l) iodide; In tetrahydrofuran; at 40 ℃; for 12h;

DOI:10.1002/ejoc.200500242

Reference yield:

1,6:3,4-dianhydro-β-D-altropyranose (3868-04-0) → 1,6-anhydro-4-deoxy-4-methyl-2-O-p-tolylsulfonyl-β-D-idopyranose (872050-03-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / triethylamine; DMAP / CH₂Cl₂ / 2 h / 20 °C

2: 89 percent / CuI / tetrahydrofuran / 12 h / 40 °C

With dmap; copper(l) iodide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/ejoc.200500242

upstream raw materials:

1,6:3,4-dianhydro-2-O-p-toluenesulfonyl-β-D-altropyranose

methylmagnesium chloride

1,6:3,4-dianhydro-β-D-altropyranose