8-Amino-2,6-anhydro-3,8-dideoxy-D-glycero-D-talo-octonic acid

Base Information

• Chemical Name: 8-Amino-2,6-anhydro-3,8-dideoxy-D-glycero-D-talo-octonic acid
• CAS No.: 106174-48-5
• Molecular Formula: C₈H₁₅NO₆
• Molecular Weight: 221.21
• DSSTox Substance ID: DTXSID70147537
• Nikkaji Number: J2.044.048A
• ChEMBL ID: CHEMBL160423
• Mol file: 106174-48-5.mol

Synonyms:(1,5-anhydro-7-amino-2,7-dideoxyheptopyranosyl)carboxylate;8-amino-2,6-anhydro-3,8-dideoxy-D-glycero-D-talo-octonic acid;AADHC;alpha-C-(1,5-anhydro-7-amino-2,7-dideoxy-d-manno-heptopyranosyl)carboxylate;NH2dKDO

Chemical Property of 8-Amino-2,6-anhydro-3,8-dideoxy-D-glycero-D-talo-octonic acid

Chemical Property:

• Vapor Pressure: 3.23E-15mmHg at 25°C
• Boiling Point: 567°Cat760mmHg
• Flash Point: 296.7°C
• PSA: 133.24000
• Density: 1.574g/cm³
• LogP: -2.02980
• XLogP3: -4.6
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 221.08993720
• Heavy Atom Count: 15
• Complexity: 235

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(C(OC1C(=O)O)C(CN)O)O)O
• Isomeric SMILES: C1[C@H]([C@H]([C@H](O[C@@H]1C(=O)O)[C@@H](CN)O)O)O

Technology Process of 8-Amino-2,6-anhydro-3,8-dideoxy-D-glycero-D-talo-octonic acid

There total 10 articles about 8-Amino-2,6-anhydro-3,8-dideoxy-D-glycero-D-talo-octonic acid 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: 94.0%

Ammonium 8-azido-2,6-anhydro-3,8-dideoxy-D-glycero-D-talo-octonate (107584-44-1) → 8-Amino-2,6-anhydro-3,8-dideoxy-D-glycero-D-talo-octonic acid (106174-48-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; water; for 3h; under 3000.2 Torr;

DOI:10.1021/jm00125a023

Reference yield: 40.0%

Benzyl 2,6-anhydro-8-azido-4,5,7-tri-O-benzyl-3,8-dideoxy-D-glycero-D-talo-octonate (116337-41-8) → 8-Amino-2,6-anhydro-3,8-dideoxy-D-glycero-D-talo-octonic acid (106174-48-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol; water;

DOI:10.1021/jm00125a023

Reference yield: 28.0%

→ ethyl 8-amino-2,6-anhydro-3,8-dideoxy-D-glycero-D-talo-octonate hydrochloride (116337-48-5) + 8-Amino-2,6-anhydro-3,8-dideoxy-D-glycero-D-talo-octonic acid (106174-48-5)

Guidance literature:

upstream raw materials:

methyl 8-amino-2,6-anhydro-3,8-dideoxy-D-glycero-D-talo-octonate

Benzyl 2,6-anhydro-8-azido-4,5,7-tri-O-benzyl-3,8-dideoxy-D-glycero-D-talo-octonate

Ammonium 8-azido-2,6-anhydro-3,8-dideoxy-D-glycero-D-talo-octonate

methyl 2,6-anhydro-3-deoxy-D-glycero-D-talo-octonate