3'-Amino-2',3'-dideoxyuridine

Base Information

• Chemical Name: 3'-Amino-2',3'-dideoxyuridine
• CAS No.: 84472-86-6
• Molecular Formula: C₉H₁₃N₃O₄
• Molecular Weight: 227.22
• DSSTox Substance ID: DTXSID50233442
• Nikkaji Number: J400.867G
• Wikidata: Q72435812
• ChEMBL ID: CHEMBL2021391
• Mol file: 84472-86-6.mol

Synonyms:3'-amino-2',3'-dideoxyuridine;AMddU

Chemical Property of 3'-Amino-2',3'-dideoxyuridine

Chemical Property:

• Melting Point: 174-176 °C
• PSA: 110.34000
• Density: 1.425 g/cm³
• LogP: -1.15600
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 227.09060590
• Heavy Atom Count: 16
• Complexity: 344

Purity/Quality:

97% ^*data from raw suppliers

5-(azidomethyl)-2′-deoxyuridine (AmdU) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC1N2C=CC(=O)NC2=O)CO)N
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=CC(=O)NC2=O)CO)N

Technology Process of 3'-Amino-2',3'-dideoxyuridine

There total 15 articles about 3'-Amino-2',3'-dideoxyuridine 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: 86.0%

Navuridine (84472-85-5) → 3'-amino-2',3'-dideoxyuridine (84472-86-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 2h; under 2585.7 Torr;

DOI:10.1021/jm00358a016

Reference yield: 70.0%

5'-O-Acetyl-2',3'-dideoxy-3'-phthalimidouridine (132149-43-0) → 3'-amino-2',3'-dideoxyuridine (84472-86-6)

Guidance literature:

With methylamine; In ethanol; for 2h; Heating;

DOI:10.1002/ardp.19903231203

Reference yield: 59.0%

1-((2R,4S,5S)-5-Hydroxymethyl-4-isopropylideneamino-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione (101039-97-8) → 3'-amino-2',3'-dideoxyuridine (84472-86-6)

Guidance literature:

With water;

upstream raw materials:

Navuridine

5'-O-Acetyl-2',3'-dideoxy-3'-phthalimidouridine

1-((2R,4S,5S)-5-Hydroxymethyl-4-isopropylideneamino-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

1-(3-azido-2,3-dideoxy-5-O-trityl-β-D-erythro-pentofuranosyl)uracil

Downstream raw materials:

3'-<3-(2-chloroethyl)-3-nitrosoureido>-2',3'-dideoxyuridine