2'-Amino-2'-deoxyuridine

Base Information

• Chemical Name: 2'-Amino-2'-deoxyuridine
• CAS No.: 26889-39-4
• Molecular Formula: C₉H₁₃N₃O₅
• Molecular Weight: 243.219
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70424315
• Nikkaji Number: J263.923H
• Wikidata: Q72442961
• ChEMBL ID: CHEMBL2032102
• Mol file: 26889-39-4.mol

Synonyms:2'-amino-2'-deoxyuridine

Chemical Property of 2'-Amino-2'-deoxyuridine

Chemical Property:

• Melting Point: 196-198 °C(Solv: ethanol (64-17-5))
• PKA: 9.39±0.10(Predicted)
• PSA: 130.57000
• Density: 1.707 g/cm³
• LogP: -2.18520
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Water Solubility.: Partly soluble in water.
• XLogP3: -2.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 243.08552052
• Heavy Atom Count: 17
• Complexity: 372

Purity/Quality:

97% ^*data from raw suppliers

2''-Amino-2''-deoxyuridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)O)N
• Isomeric SMILES: C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)N

Technology Process of 2'-Amino-2'-deoxyuridine

There total 2 articles about 2'-Amino-2'-deoxyuridine 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: 13.0%

2'-azido-2'-deoxyuridine (26929-65-7) → uracil (66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6) + 1-(2-amino-2-deoxy-β-D-ribofuranosyl)uracil (26889-39-4,56888-92-7,68115-81-1)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In N,N-dimethyl acetamide; benzene; for 0.5h; Heating;

DOI:10.1016/0040-4039(91)80150-5

Reference yield:

guanosyl-(3',3')-(2'-amino-2'-deoxyuridine) (847911-24-4) → 2-amino-1,9-dihydro-6H-purin-6-one (73-40-5) + guanosine 2',3'-cyclic monophosphate (634-02-6) + 1-(2-amino-2-deoxy-β-D-ribofuranosyl)uracil (26889-39-4,56888-92-7,68115-81-1) + Phosphoric acid (2R,3S,4R,5R)-4-amino-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester (2R,3R,4R,5R)-2-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yl ester

Guidance literature:

With sodium hydroxide; In various solvent(s); at 90 ℃; Further Variations:; pH-values; Kinetics;

DOI:10.1021/ja045060+

Reference yield: 73.0%

4-nitrophenyl-[(±)-trans-5-benzyloxy-1,2-dithiane-4-yl]carbonate + 1-(2-amino-2-deoxy-β-D-ribofuranosyl)uracil (26889-39-4,56888-92-7,68115-81-1) → C20H23N3O8S2

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃;

upstream raw materials:

2'-azido-2'-deoxyuridine

guanosyl-(3',3')-(2'-amino-2'-deoxyuridine)

Downstream raw materials:

2'-amino-2'-deoxyadenosine

2'-amino-2'-deoxyinosine

2'-amino-2'-deoxyguanosine

9-(2-amino-2-deoxy-β-D-ribofuranosyl)-2-chlorohypoxanthine