Uridine, 2'-azido-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-

Base Information

• Chemical Name: Uridine, 2'-azido-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-
• CAS No.: 177980-10-8
• Molecular Formula: C30H29N5O7
• Molecular Weight: 571.59
• Mol file: 177980-10-8.mol

Synonyms:5'-O-dimethoxytrityl-2'-azido-2'-deoxyuridine;5'-O-(4,4'-dimethoxytrityl)-2'-azido-2'-deoxyuridine;2’-azido-2’-deoxyuridine;2'-azido-5'-O-dimethoxytrityl-2'-deoxyuridine;2'-azido-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine;

Chemical Property of Uridine, 2'-azido-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-

Chemical Property:

• PSA: 161.76000
• LogP: 2.95246

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Uridine, 2'-azido-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-

There total 7 articles about Uridine, 2'-azido-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy- 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%

4,4'-dimethoxytrityl chloride (40615-36-9) + 2'-azido-2'-deoxyuridine (26929-65-7) → 2'-azido-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine (177980-10-8)

Guidance literature:

4,4'-dimethoxytrityl chloride; 2'-azido-2'-deoxyuridine; With pyridine; at 20 ℃; for 72h;

In methanol; at 0 ℃; for 0.166667h; Further stages.;

DOI:10.3390/12010114

Reference yield: 70.0%

5'-O-dimethoxytrityl-2'-amino-2'-deoxyuridine (174221-86-4) → 2'-azido-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine (177980-10-8)

Guidance literature:

With triflic azide; potassium carbonate; copper(II) sulfate;

DOI:10.1039/c0cp02774j

Reference yield: 66.0%

2,2'-O-anhydro-1-<5'-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranosyl>uracil (173170-12-2) → 2'-azido-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine (177980-10-8)

Guidance literature:

With lithium azide; In N,N-dimethyl-formamide; at 120 ℃; for 16h;

DOI:10.1002/hlca.19980810556

upstream raw materials:

2,2'-O-anhydro-1-<5'-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranosyl>uracil

4,4'-dimethoxytrityl chloride

2'-azido-2'-deoxyuridine

5'-O-dimethoxytrityl-2'-amino-2'-deoxyuridine

Downstream raw materials:

5'-O-dimethoxytrityl-2'-amino-2'-deoxyuridine

2'-azido-5'-O-(4,4'-dimethoxytrityl)-3'-O-trimethylsilyl-2'-deoxyuridine

5'-O-(4,4'-dimethoxytrityl)-2'-C-[4-(pyrene-1-ylcarbonyl)-1H-1,2,3-triazol-1-yl]-2'-deoxyuridine

5'-O-(4,4'-dimethoxytrityl)-2'-C-[4-{2-(pyrene-1-yl)ethyl}-1H-1,2,3-triazol-1-yl]-2'-deoxyuridine

Refernces

• 1、 Haug, Ruediger,Kramer, Markus,Richert, Clemens. "Three-pronged probes: High-affinity DNA binding with cap, β-alanines and oligopyrrolamides". . p. 15822 - 15826. Retrieved 2014/04/03.
• 2、 Chapuis, Hubert,Bui, Laurent,Bestel, Isabelle,Barthélémy, Philippe. "2′-Lipid-modified oligonucleotides via a 'Staudinger-Vilarrasa' reaction". supporting information; scheme or table. p. 6838 - 6840. Retrieved 2009/04/07.