5'-O-Trityluridine

Base Information

• Chemical Name: 5'-O-Trityluridine
• CAS No.: 6554-10-5
• Molecular Formula: C28H26N2O6
• Molecular Weight: 486.524
• Hs Code.: 29389090
• NSC Number: 97038
• DSSTox Substance ID: DTXSID60984130
• Mol file: 6554-10-5.mol

Synonyms:5'-Trityluridine;NSC97038;DTXSID60984130;YQHCGMPQZCIQPS-UHFFFAOYSA-N;Uridine, 5'-O-(triphenylmethyl)-;EINECS 229-481-7;NSC 97038;NSC-97038;FT-0620732;4-Hydroxy-1-[5-O-(triphenylmethyl)pentofuranosyl]pyrimidin-2(1H)-one

Chemical Property of 5'-O-Trityluridine

Chemical Property:

• Melting Point: 191-196oC
• PKA: 9.39±0.10(Predicted)
• PSA: 113.78000
• Density: 1.355g/cm3
• LogP: 2.16450
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: Dichloromethane, Ethanol, Methanol
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 486.17908655
• Heavy Atom Count: 36
• Complexity: 754

Purity/Quality:

99% ^*data from raw suppliers

5’-O-TritylUridine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)OCC4C(C(C(O4)N5C=CC(=O)NC5=O)O)O

Technology Process of 5'-O-Trityluridine

There total 15 articles about 5'-O-Trityluridine 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: 95.0%

trityl chloride (76-83-5) + uridine (58-96-8) → 5'-O-trityluridine (6554-10-5)

Guidance literature:

With pyridine; at 120 ℃; for 2h;

DOI:10.1016/S0040-4039(98)00100-2

Reference yield: 83.0%

uridine + trityl chloride (76-83-5) → 5'-O-trityluridine (6554-10-5)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1039/c7ob02296d

Reference yield: 60.0%

4-dimethylamino-1-N-(triphenylmethyl)pyridinium chloride (78646-25-0) + uridine (58-96-8) → 5'-O-trityluridine (6554-10-5)

Guidance literature:

In dichloromethane; at 25 ℃;

DOI:10.1016/S0040-4039(01)90358-2

upstream raw materials:

trityl chloride

uridine

4-dimethylamino-1-N-(triphenylmethyl)pyridinium chloride

benzyl trityl ether

Downstream raw materials:

5'-O-Trityl-2'-methoxyuridine

5'-O-triphenylmethyl-2'-O-(9-phenylxanthen-9-yl)uridine

2'-O-thexyldimethylsilyl-5'-O-trityluridine

3',5'-di-O-trityluridine

Refernces

• 1、 Kowollik et al.. "-". . p. 3345. Retrieved 1972.
• 2、 Kicsák, Máté,Mándi, Attila,Varga, Szabolcs,Herczeg, Mihály,Batta, Gyula,Bényei, Attila,Borbás, Anikó,Herczegh, Pál. "Tricyclanos: Conformationally constrained nucleoside analogues with a new heterotricycle obtained from a d-ribofuranose unit". supporting information. p. 393 - 401. Retrieved 2018/02/06.
• 3、 Chatelain, Grégory,Debing, Yannick,De Burghgraeve, Tine,Zmurko, Joanna,Saudi, Milind,Rozenski, Jef,Neyts, Johan,Van Aerschot, Arthur. "In search of flavivirus inhibitors: Evaluation of different tritylated nucleoside analogues". . p. 249 - 255. Retrieved 2013/10/01.