5'-O-(4,4'-dimethoxytrityl)-5-(1,2-diacetoxyethyl)-2'-deoxyuridine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

Base Information

Chemical Name:5'-O-(4,4'-dimethoxytrityl)-5-(1,2-diacetoxyethyl)-2'-deoxyuridine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite
CAS No.:186086-49-7
Molecular Formula:C₄₅H₅₅N₄O₁₂P
Molecular Weight:874.925
Hs Code.:

Synonyms:5'-O-(4,4'-dimethoxytrityl)-5-(1,2-diacetoxyethyl)-2'-deoxyuridine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

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Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-5-(1,2-diacetoxyethyl)-2'-deoxyuridine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-5-(1,2-diacetoxyethyl)-2'-deoxyuridine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

There total 8 articles about 5'-O-(4,4'-dimethoxytrityl)-5-(1,2-diacetoxyethyl)-2'-deoxyuridine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite 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: 92.0%

: 102691-36-1
N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

: 186086-48-6
5'-O-(4,4'-dimethoxytrityl)-5-(1,2-diacetoxyethyl)-2'-deoxyuridine

: 186086-49-7
5'-O-(4,4'-dimethoxytrityl)-5-(1,2-diacetoxyethyl)-2'-deoxyuridine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

Guidance literature:: With dichloroisoproterenol; In dichloromethane; acetonitrile;
DOI:10.1055/s-1999-3084

Reference yield:

: 148134-86-5
2'-deoxy-3',5'-bis(O-tert-butyldimethylsilyl)-5-iodouridine

: 186086-49-7
5'-O-(4,4'-dimethoxytrityl)-5-(1,2-diacetoxyethyl)-2'-deoxyuridine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

Guidance literature:: Multi-step reaction with 6 steps

1: 2.28 g / PdCl₂(MeCN)2 / acetonitrile / 12 h / Heating

2: 1.94 g / N-methylmorpholine N-oxide; OsO₄ / acetone; H₂O; 2-methyl-propan-2-ol / 20 °C

3: 99 percent / pyridine / 20 °C

4: 100 percent / acetic acid; Bu₄NF / tetrahydrofuran / 20 °C

5: 50 percent / pyridine / 3 h / 20 °C

6: 92 percent / 4,5-dicyanoimidazole / CH₂Cl₂; acetonitrile / 4 h / 20 °C

With dichloro bis(acetonitrile) palladium(II); osmium(VIII) oxide; 4,5-dicyano-1H-imidazole; tetrabutyl ammonium fluoride; acetic acid; 4-methylmorpholine N-oxide; In tetrahydrofuran; pyridine; dichloromethane; water; acetone; acetonitrile; tert-butyl alcohol;
DOI:10.3987/COM-04-S(P)38

Reference yield:

: 148134-87-6
3',5'-bis-(O-tert-butyldimethylsilyl)-5-vinyl-2'-deoxyuridine

: 186086-49-7
5'-O-(4,4'-dimethoxytrityl)-5-(1,2-diacetoxyethyl)-2'-deoxyuridine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

Guidance literature:: Multi-step reaction with 5 steps

1: 1.94 g / N-methylmorpholine N-oxide; OsO₄ / acetone; H₂O; 2-methyl-propan-2-ol / 20 °C

2: 99 percent / pyridine / 20 °C

3: 100 percent / acetic acid; Bu₄NF / tetrahydrofuran / 20 °C

4: 50 percent / pyridine / 3 h / 20 °C

5: 92 percent / 4,5-dicyanoimidazole / CH₂Cl₂; acetonitrile / 4 h / 20 °C

With osmium(VIII) oxide; 4,5-dicyano-1H-imidazole; tetrabutyl ammonium fluoride; acetic acid; 4-methylmorpholine N-oxide; In tetrahydrofuran; pyridine; dichloromethane; water; acetone; acetonitrile; tert-butyl alcohol;
DOI:10.3987/COM-04-S(P)38