6-Deoxy-6-iodohexopyranose

Base Information

• Chemical Name: 6-Deoxy-6-iodohexopyranose
• CAS No.: 6304-86-5
• Molecular Formula: C₆H₁₁IO₅
• Molecular Weight: 290.055
• NSC Number: 274253,274247,43143
• DSSTox Substance ID: DTXSID10285886

Synonyms:6-deoxy-6-iodohexopyranose;19054-60-5;NSC43143;SCHEMBL6685840;DTXSID10285886;NSC-43143;NSC274247;NSC274253;NSC-274247;NSC-274253

Chemical Property of 6-Deoxy-6-iodohexopyranose

Chemical Property:

• Vapor Pressure: 6.55E-09mmHg at 25°C
• Boiling Point: 422.5°Cat760mmHg
• Flash Point: 209.3°C
• Density: 2.314g/cm³
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 289.96512
• Heavy Atom Count: 12
• Complexity: 155

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1C(C(C(C(O1)O)O)O)O)I

Technology Process of 6-Deoxy-6-iodohexopyranose

There total 8 articles about 6-Deoxy-6-iodohexopyranose 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: 65.0%

methyl 6-iodo-6-deoxy-α-D-glucopyranoside (5155-46-4) → 6-deoxy-6-iodo-D-glucose (6304-86-5)

Guidance literature:

1.) 24 h, 72 percent sulfuric acid, 2.) 2 h, 8 percent sulfuric acid, reflux;

DOI:10.1016/S0008-6215(00)90022-3

Reference yield: 50.0%

1,2,3,4-tetra-O-acetyl-6-deoxy-6-iodo-D-glucopyranose (95720-92-6) → 6-iodo-D-6-deoxy-glucose (6304-86-5,19054-60-5)

Guidance literature:

With sulfuric acid; water; In acetonitrile; at 80 ℃; for 6.5h;

Reference yield:

6,6’-dideoxydiiodosucrose (82867-69-4) → 6-iodo-D-6-deoxy-glucose (6304-86-5,19054-60-5) + C12H18I2O8 + 6-deoxy-6-iodo-α-D-fructofuranose 6-deoxy-6-iodo-β-D-fructofuranose 1,2':2,1'-dianhydride (151427-77-9) + 6,6'-dideoxy-6,6'-diiodo-di-β-D-fructofuranose 1,2':2,1'-dianhydride

Guidance literature:

With pyridine hydrogenfluoride; at 20 ℃; for 0.333333h; Further byproducts given;

DOI:10.1016/0008-6215(94)00239-8

upstream raw materials:

6,6’-dideoxydiiodosucrose

Sucrose

1,2,3,4-tetra-O-acetyl-6-deoxy-6-iodo-D-glucopyranose

(3aS,5R,5aS,8aR,8bS)-5-(iodomethyl)-2,2,7,7-tetramethyltetrahydro-3aH-bis [1,3]dioxolo[4,5-b:4′5′-d]pyran

Downstream raw materials:

acetoxy α-D-2,3,4-triacetoxy-6-deoxy-6-iodoglucopyranoside

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