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

Base Information

• Chemical Name: 1,6-anhydro-3-iodo-2,3,4-trideoxy-2-(tosylamino)-β-D-xylo-hexopyranose
• CAS No.: 1206717-74-9
• Molecular Formula: C₁₃H₁₆INO₄S
• Molecular Weight: 409.245

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

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

Chemical Property:

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

There total 4 articles about 1,6-anhydro-3-iodo-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: 63.0%

1,6-anhydro-2,3,4-trideoxy-2,3-(tosylepimino)-β-D-ribo-hexopyranose (1206717-69-2) → 1,6-anhydro-3-iodo-2,3,4-trideoxy-2-(tosylamino)-β-D-xylo-hexopyranose (1206717-74-9)

Guidance literature:

With hydrogen iodide; In ethanol; water; at 20 ℃; for 3h;

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-iodo-2,3,4-trideoxy-2-(tosylamino)-β-D-ribo-hexopyranose (1206717-81-8) + 1,6-anhydro-3-iodo-2,3,4-trideoxy-2-(tosylamino)-β-D-xylo-hexopyranose (1206717-74-9)

Guidance literature:

With ammonium iodide; tetra-(n-butyl)ammonium iodide; In toluene; for 1.5h; 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-iodo-2,3,4-trideoxy-2-(tosylamino)-β-D-ribo-hexopyranose (1206717-81-8) + 1,6-anhydro-3-iodo-2,3,4-trideoxy-2-(tosylamino)-β-D-xylo-hexopyranose (1206717-74-9)

Guidance literature:

Multi-step reaction with 2 steps

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

2: ammonium iodide; tetra-(n-butyl)ammonium iodide / toluene / 1.5 h / Reflux

With pyridine; ammonium iodide; tetra-(n-butyl)ammonium iodide; 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

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