1,6-anhydro-3-bromo-2,3,4-trideoxy-2-(tosylamino)-β-D-xylo-hexopyranose

Base Information

• Chemical Name: 1,6-anhydro-3-bromo-2,3,4-trideoxy-2-(tosylamino)-β-D-xylo-hexopyranose
• CAS No.: 1206717-73-8
• Molecular Formula: C₁₃H₁₆BrNO₄S
• Molecular Weight: 362.244
• Mol file: 1206717-73-8.mol

Synonyms:1,6-anhydro-3-bromo-2,3,4-trideoxy-2-(tosylamino)-β-D-xylo-hexopyranose

Chemical Property of 1,6-anhydro-3-bromo-2,3,4-trideoxy-2-(tosylamino)-β-D-xylo-hexopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,6-anhydro-3-bromo-2,3,4-trideoxy-2-(tosylamino)-β-D-xylo-hexopyranose

There total 4 articles about 1,6-anhydro-3-bromo-2,3,4-trideoxy-2-(tosylamino)-β-D-xylo-hexopyranose 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: 70.0%

1,6-anhydro-2,3,4-trideoxy-2,3-(tosylepimino)-β-D-ribo-hexopyranose (1206717-69-2) → 1,6-anhydro-3-bromo-2,3,4-trideoxy-2-(tosylamino)-β-D-xylo-hexopyranose (1206717-73-8)

Guidance literature:

With hydrogen bromide; In ethanol; water; at 20 ℃; for 12h;

DOI:10.1002/ejoc.200900762

Reference yield:

1,6-anhydro-2,3,4-trideoxy-2,3-(tosylepimino)-β-D-ribo-hexopyranose (1206717-69-2) → 1,6-anhydro-2,3,4-trideoxy-2-(tosylamino)-β-D-erythro-hex-2-enopyranose (1206717-71-6) + 1,6-anhydro-3-bromo-2,3,4-trideoxy-2-(tosylamino)-β-D-ribo-hexopyranose (1206717-79-4) + 1,6-anhydro-3-bromo-2,3,4-trideoxy-2-(tosylamino)-β-D-xylo-hexopyranose (1206717-73-8)

Guidance literature:

With tetrabutylammomium bromide; ammonium bromide; In toluene; for 4h; Reflux;

DOI:10.1002/ejoc.200900762

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → 1,6-anhydro-2,3,4-trideoxy-2-(tosylamino)-β-D-erythro-hex-2-enopyranose (1206717-71-6) + 1,6-anhydro-3-bromo-2,3,4-trideoxy-2-(tosylamino)-β-D-ribo-hexopyranose (1206717-79-4) + 1,6-anhydro-3-bromo-2,3,4-trideoxy-2-(tosylamino)-β-D-xylo-hexopyranose (1206717-73-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 0.5 h / -15 °C

2: tetrabutylammomium bromide; ammonium bromide / toluene / 4 h / Reflux

With pyridine; tetrabutylammomium bromide; ammonium bromide; In dichloromethane; toluene;

DOI:10.1002/ejoc.200900762

upstream raw materials:

1,6-anhydro-2,3,4-trideoxy-2,3-(tosylepimino)-β-D-ribo-hexopyranose

p-toluenesulfonyl chloride