5'-O-(4,4'-dimethoxytrityl)-2'-deoxyinosine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-2'-deoxyinosine
• CAS No.: 93778-57-5
• Molecular Formula: C31H30 N4 O6
• Molecular Weight: 554.602
• Mol file: 93778-57-5.mol

Synonyms:HG1196;5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyinosine;5'-O-[Bis(4-methoxyphenyl)phenylmethyl]-2'-deoxyinosine;5'-O-(4,4'-dimetoxytrityl)-2'-deoxyinosine;EINECS 298-195-2;5'-(4,4'-dimethoxytrityl)-2'-deoxyinosine;

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-2'-deoxyinosine

Chemical Property:

• PSA: 120.98000
• LogP: 4.20620
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

98%, ^*data from raw suppliers

5''-O-(4,4''-Dimethoxytrityl)-2''-deoxyinosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5''-O-(4,4''-Dimethoxytrityl)-2''-deoxyinosine

Technology Process of 5'-O-(4,4'-dimethoxytrityl)-2'-deoxyinosine

There total 5 articles about 5'-O-(4,4'-dimethoxytrityl)-2'-deoxyinosine 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: 81.4%

2-deoxyinosine (890-38-0) + 4,4'-dimethoxytrityl chloride (40615-36-9) → 9-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one (93778-57-5)

Guidance literature:

In pyridine;

DOI:10.1080/07328319608002035

Reference yield: 76.0%

2-deoxyinosine (890-38-0) + bis(4-methoxyphenyl)phenylmethylium tetrafluoroborate → 9-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one (93778-57-5)

Guidance literature:

With lithium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; Heating;

DOI:10.1016/j.bmcl.2010.12.098

Reference yield:

(MeO)2Tr-OAc (1254223-76-1) → 9-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one (93778-57-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrafluoroboric acid / water / 0.67 h / Cooling with ice

2: lithium carbonate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C / Heating

With tetrafluoroboric acid; lithium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water;

DOI:10.1016/j.bmcl.2010.12.098

upstream raw materials:

2-deoxyinosine

4,4'-dimethoxytrityl chloride

(MeO)2Tr-OAc

4,4'-dimethoxytrityl alcohol

Refernces

• 1、 Luo, Qianfu,Cheng, Renjun,Wang, Qiu,Bao, Shuming. "A simple synthesis of 2-deoxy-3-thioinosine and its phosphorothioamidite". . p. 106 - 110. Retrieved 2013/03/13.
• 2、 Zeidler, Joanna,Golankiewicz, Bozenna. "Synthesis and 1H and 13C NMR spectral characteristics of 8-bromo-2′,3′-dideoxyguanosine and 8-bromo-2′,3′-dideoxyinosine". . p. 1077 - 1095. Retrieved 2007/10/03.