5'-O-(4,4-dimethoxytrityl)-3′-[O-(2-cyanoethyl)phosphoramidyl(diisopropylamino)]deoxythymidine

Base Information

• Chemical Name: 5'-O-(4,4-dimethoxytrityl)-3′-[O-(2-cyanoethyl)phosphoramidyl(diisopropylamino)]deoxythymidine
• CAS No.: 108678-08-6
• Molecular Formula: C₄₀H₄₉N₄O₉P
• Molecular Weight: 760.824

Synonyms:5'-O-(4,4-dimethoxytrityl)-3′-[O-(2-cyanoethyl)phosphoramidyl(diisopropylamino)]deoxythymidine

Chemical Property of 5'-O-(4,4-dimethoxytrityl)-3′-[O-(2-cyanoethyl)phosphoramidyl(diisopropylamino)]deoxythymidine

Chemical Property:

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

Safty Information:

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Technology Process of 5'-O-(4,4-dimethoxytrityl)-3′-[O-(2-cyanoethyl)phosphoramidyl(diisopropylamino)]deoxythymidine

There total 1 articles about 5'-O-(4,4-dimethoxytrityl)-3′-[O-(2-cyanoethyl)phosphoramidyl(diisopropylamino)]deoxythymidine 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: 80.0%

5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] (98796-51-1) → 5'-O-(4,4-dimethoxytrityl)-3′-[O-(2-cyanoethyl)phosphoramidyl(diisopropylamino)]deoxythymidine (108678-08-6)

Guidance literature:

With tert.-butylhydroperoxide; In decane; acetonitrile; at 20 ℃; for 0.166667h;

DOI:10.1021/jo034204k

Reference yield: 99.0%

C79H138N4O11 (1380433-00-0) + 5'-O-(4,4-dimethoxytrityl)-3′-[O-(2-cyanoethyl)phosphoramidyl(diisopropylamino)]deoxythymidine (108678-08-6) → C113H172N7O20P (1380433-01-1)

Guidance literature:

C₇₉H₁₃₈N₄O₁₁; 5'-O-(4,4-dimethoxytrityl)-3′-[O-(2-cyanoethyl)phosphoramidyl(diisopropylamino)]deoxythymidine; With benzyl tetrazol-5-yl sulphide; In dichloromethane; acetonitrile; at 20 ℃; for 0.333333h;

With 3,6-dimethyl-3,6-dihydroperoxy-4,5-dioxaoctane; In dichloromethane; acetonitrile; for 0.166667h;

DOI:10.1002/chem.201300655

Reference yield:

6-trifluoromethyl-1-hydroxybenzotriazole (26198-21-0) + 5'-O-(4,4-dimethoxytrityl)-3′-[O-(2-cyanoethyl)phosphoramidyl(diisopropylamino)]deoxythymidine (108678-08-6) → Phosphoric 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 2-cyano-ethyl ester 6-trifluoromethyl-benzotriazol-1-yl ester (694473-31-9)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; acetonitrile; at 20 ℃; for 0.0833333h;

DOI:10.1016/j.tetlet.2003.11.110

upstream raw materials:

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

Downstream raw materials:

Phosphoric 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 2-cyano-ethyl ester 6-trifluoromethyl-benzotriazol-1-yl ester

C₁₁₃H₁₇₂N₇O₂₀P

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