Uridine, 2'-deoxy-3',5'-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-

Base Information

• Chemical Name: Uridine, 2'-deoxy-3',5'-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-
• CAS No.: 98495-56-8
• Molecular Formula: C21H38N2O6Si2
• Molecular Weight: 470.714
• Mol file: 98495-56-8.mol

Synonyms:3',5'-(tetraisopropyl-disiloxane-1,3-diyl)-2'-deoxyuridine;3',5'-O-(tetraisopropyldisiloxan-1,3-diyl)-2'-deoxyuridine;3',5'-O-[(tetraisopropyl)disiloxane-1,3-diyl]-2'-deoxyuridine;5',3'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyuridine;1-((2R,3aS,9aR)-5,5,7,7-Tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione;3',5'-O-(1,1,3,3-Tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyuridine;2'-deoxyuridine-3',5'-(1,1,3,3-tetraisopropyl)disiloxane;

Chemical Property of Uridine, 2'-deoxy-3',5'-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-

Chemical Property:

• PSA: 91.78000
• LogP: 3.78050

Purity/Quality:

97% ^*data from raw suppliers

2''-Deoxy-3'',5''-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)uridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2''-Deoxy-3'',5''-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)uridine is a reagent used in the synthesis of anti-hepatitis B agents.

Technology Process of Uridine, 2'-deoxy-3',5'-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-

There total 10 articles about Uridine, 2'-deoxy-3',5'-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]- 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%

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane (69304-37-6) + 2'-deoxyuridine (951-78-0,63844-76-8) → 3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyuridine (98495-56-8)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 23h;

DOI:10.1016/S0040-4020(03)00875-5

Reference yield: 93.0%

5',3'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-O-(phenylaminecarbothioate)uridine (165589-89-9) → 3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyuridine (98495-56-8)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; In benzene; at 80 ℃; for 2h;

DOI:10.1016/S0040-4020(01)81751-8

Reference yield: 85.0%

2'-O--3',5'-O-TPDS-uridine → 3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyuridine (98495-56-8)

Guidance literature:

With N-methylcarbazole; In water; isopropyl alcohol; for 3h; Ambient temperature; Irradiation;

DOI:10.1021/ja00271a057

upstream raw materials:

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

2'-deoxyuridine

3',5'-O-(tetraisopropyl-disiloxane-1,3-diyl)-2'-O-phenoxythiocarbonyl-uridine

5',3'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-O-(phenylaminecarbothioate)uridine

Downstream raw materials:

6-phenylhydroxymethyl-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyuridine

5'-dimethoxytrityl-6-methyl-N⁴-[2-(trifluoroacetylamino)ethyl]-2'-deoxycytidine

N⁴-{2-[1-(tert-butoxycarbonyl)imidazol-4-yl]ethyl}-5'-dimethoxytrityl-6-methyl-2'-deoxycytidine

(+)-5'-O-(4,4'-dimethoxytrityl)-6-[2-(methoxycarbonyl)ethenyl]-2'-deoxyuridine

Refernces

• 1、 Lamparska, Katarzyna,Clark, Jarrod,Babilonia, Gail,Bedell, Victoria,Yip, Wesley,Smith, Steven S.. "2′-Deoxyriboguanylurea, the primary breakdown product of 5-aza-2′-deoxyribocytidine, is a mutagen, an epimutagen, an inhibitor of DNA methyltransferases and an inducer of 5-azacytidine-type fragile sites". . p. 9788 - 9801. Retrieved 2013/01/15.
• 2、 Holmes, Stephen C.,Gait, Michael J.. "Syntheses and oligonucleotide incorporation of nucleoside analogues containing pendant imidazolyl or amino functionalities - The search for sequence-specific artificial ribonucleases". . p. 5171 - 5183. Retrieved 2007/10/03.