3'-[5'-O-dimethoxytrityl-2'-trifluoroacetamido-2'-deoxyuridyl]-5'-[3'-O-tert-butyldimethylsilylthymidilyl]-2-cyanoethyl phosphate

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Chemical Name:3'-[5'-O-dimethoxytrityl-2'-trifluoroacetamido-2'-deoxyuridyl]-5'-[3'-O-tert-butyldimethylsilylthymidilyl]-2-cyanoethyl phosphate
CAS No.:666234-86-2
Molecular Formula:C₅₁H₆₀F₃N₆O₁₅PSi
Molecular Weight:1113.12
Hs Code.:

Synonyms:3'-[5'-O-dimethoxytrityl-2'-trifluoroacetamido-2'-deoxyuridyl]-5'-[3'-O-tert-butyldimethylsilylthymidilyl]-2-cyanoethyl phosphate

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Chemical Property of 3'-[5'-O-dimethoxytrityl-2'-trifluoroacetamido-2'-deoxyuridyl]-5'-[3'-O-tert-butyldimethylsilylthymidilyl]-2-cyanoethyl phosphate

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Technology Process of 3'-[5'-O-dimethoxytrityl-2'-trifluoroacetamido-2'-deoxyuridyl]-5'-[3'-O-tert-butyldimethylsilylthymidilyl]-2-cyanoethyl phosphate

There total 1 articles about 3'-[5'-O-dimethoxytrityl-2'-trifluoroacetamido-2'-deoxyuridyl]-5'-[3'-O-tert-butyldimethylsilylthymidilyl]-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:

: 118849-17-5
5'-O-(4,4'-dimethoxytrityl)-2'-(trifluoroacetylamido)-2'-deoxyuridine

: 666234-86-2
3'-[5'-O-dimethoxytrityl-2'-trifluoroacetamido-2'-deoxyuridyl]-5'-[3'-O-tert-butyldimethylsilylthymidilyl]-2-cyanoethyl phosphate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 67 percent / (diisopropyl)bisammoniumtetrazolide / tetrahydrofuran / 16 h / 20 °C

2.1: 1-H-tetrazole / acetonitrile / 1 h / 20 °C

2.2: 90 percent / I₂; H₂O; 2,6-lutidine / acetonitrile; tetrahydrofuran / 1 h

With 1H-tetrazole; (diisopropyl)bisammoniumtetrazolide; In tetrahydrofuran; acetonitrile;
DOI:10.3987/com-03-s56

Reference yield: 98.0%

: 666234-86-2
3'-[5'-O-dimethoxytrityl-2'-trifluoroacetamido-2'-deoxyuridyl]-5'-[3'-O-tert-butyldimethylsilylthymidilyl]-2-cyanoethyl phosphate

: 3'-[5'-O-dimethoxytrityl-2'-amino-2'-deoxyuridyl]-5'-[3'-O-tert-butyldimethylsilylthymidilyl]phosphate ammonium salt

Guidance literature:: With ammonium hydroxide; In methanol; at 58 ℃; for 24h;
DOI:10.3987/com-03-s56

Reference yield:

: 666234-86-2
3'-[5'-O-dimethoxytrityl-2'-trifluoroacetamido-2'-deoxyuridyl]-5'-[3'-O-tert-butyldimethylsilylthymidilyl]-2-cyanoethyl phosphate

: 3'-[5'-O-dimethoxytrityl-2'-amino-2'-deoxyuridyl]-5'-thymidilylphosphate ammonium salt

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / NH₄OH / methanol / 24 h / 58 °C

2: 85 percent / TBAF / tetrahydrofuran / 12 h / 20 °C

With ammonium hydroxide; tetrabutyl ammonium fluoride; In tetrahydrofuran; methanol;
DOI:10.3987/com-03-s56