5'-O-(4,4'-dimethoxytrityl)thymidine-3'-bis(2-cyanoethyl)phosphate

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)thymidine-3'-bis(2-cyanoethyl)phosphate
• CAS No.: 76759-76-7
• Molecular Formula: C₃₇H₃₉N₄O₁₀P
• Molecular Weight: 730.711
• Mol file: 76759-76-7.mol

Synonyms:5'-O-(4,4'-dimethoxytrityl)thymidine-3'-bis(2-cyanoethyl)phosphate

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)thymidine-3'-bis(2-cyanoethyl)phosphate

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4,4'-dimethoxytrityl)thymidine-3'-bis(2-cyanoethyl)phosphate

There total 9 articles about 5'-O-(4,4'-dimethoxytrityl)thymidine-3'-bis(2-cyanoethyl)phosphate 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: 70.0%

Bis-[1,2,4]triazol-1-yl-phosphinic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester + 3-Hydroxypropionitrile (109-78-4) → 5'-O-(4,4'-dimethoxytrityl)thymidine-3'-bis(2-cyanoethyl)phosphate (76759-76-7)

Guidance literature:

In 1,4-dioxane; Ambient temperature;

DOI:10.1016/S0040-4039(00)78649-7

Reference yield:

Phosphorous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester bis-(2-cyano-ethyl) ester (813419-53-3) → 5'-O-(4,4'-dimethoxytrityl)thymidine-3'-bis(2-cyanoethyl)phosphate (76759-76-7)

Guidance literature:

With Cumene hydroperoxide; In acetonitrile; for 2h;

DOI:10.1021/tx015582s

Reference yield:

5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) → 5'-O-(4,4'-dimethoxytrityl)thymidine-3'-bis(2-cyanoethyl)phosphate (76759-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-tetrazole

2: Cumene hydroperoxide

With 1H-tetrazole; Cumene hydroperoxide;

DOI:10.1021/tx200392a

upstream raw materials:

3-Hydroxypropionitrile

5'-O-(p,p'-Dimethoxytrityl)thymidine 3'-monophosphate

Phosphorous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester bis-(2-cyano-ethyl) ester

5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite]

Downstream raw materials:

O⁴-ethyl-5'-dimethoxytritylthymidine-3'-(biscyanoethyl)monophosphate