5-Amino-2'-deoxyuridine

Base Information

• Chemical Name: 5-Amino-2'-deoxyuridine
• CAS No.: 5536-30-1
• Molecular Formula: C9H13 N3 O5
• Molecular Weight: 243.219
• European Community (EC) Number: 226-894-4
• DSSTox Substance ID: DTXSID10203909
• Nikkaji Number: J210.582I
• Wikidata: Q83077347
• ChEMBL ID: CHEMBL3143491
• Mol file: 5536-30-1.mol

Synonyms:5-amino-2'-deoxyuridine;5-amino-dU

Chemical Property of 5-Amino-2'-deoxyuridine

Chemical Property:

• PSA: 130.83000
• LogP: -1.24700
• XLogP3: -2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 243.08552052
• Heavy Atom Count: 17
• Complexity: 383

Purity/Quality:

97% ^*data from raw suppliers

5-AMINO-2'-DEOXYURIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Amino-2'-deoxyuridine

There total 8 articles about 5-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: 100.0%

5-benzylamino-2'-deoxyuridine (1239968-06-9) → 5-amino-2'-deoxyuridine (5536-30-1)

Guidance literature:

With palladium 10% on activated carbon; ammonium formate; In methanol; for 1h; Reflux;

DOI:10.1080/15257770.2010.487507

Reference yield: 89.0%

3′,5′-di-O-acetyl-5-amino-2′-deoxyuridine → 5-amino-2'-deoxyuridine (5536-30-1)

Guidance literature:

With pyridine; ammonium hydroxide; at 20 ℃; for 13h;

DOI:10.1039/C6OB01278G

Reference yield: 74.0%

5-bromo-2'-deoxyuridine (59-14-3,723-73-9) → 5-amino-2'-deoxyuridine (5536-30-1)

Guidance literature:

With ammonia; at 55 ℃; for 24h;

DOI:10.1016/S0040-4020(01)86598-4

upstream raw materials:

5-bromo-2'-deoxyuridine

5-Iodo-2'-deoxyuridine

5-Aminouracil

thymidine

Refernces

• 1、 Storek, Michael J,Suciu, Alexandru,Verdine, Gregory L. "5-amino-2'-deoxyuridine, a novel thymidine analogue for high-resolution footprinting of protein-DNA complexes.". . p. 3867 - 3869. Retrieved 2002.
• 2、 Gourdain, Stephanie,Petermann, Christian,Harakat, Dominique,Clivio, Pascale. "Highly efficient and facile synthesis of 5-azido-2'-deoxyuridine". experimental part. p. 542 - 546. Retrieved 2011/09/13.
• 3、 -. "Uridine analogs and techniques for making and using". . . Retrieved 2008/06/13.