2'-Deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-6-oxocytidine

Base Information

Chemical Name:2'-Deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-6-oxocytidine
CAS No.:294648-67-2
Molecular Formula:C₃₃H₃₆N₄O₇
Molecular Weight:600.671
Hs Code.:

Synonyms:2'-Deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-6-oxocytidine

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Chemical Property of 2'-Deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-6-oxocytidine

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Technology Process of 2'-Deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-6-oxocytidine

There total 8 articles about 2'-Deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-6-oxocytidine 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: 79.0%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 294648-59-2
2'-Deoxy-4-N-dimethylformamidine-6-oxocytidine

: 294648-67-2
2'-Deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-6-oxocytidine

Guidance literature:: With pyridine; at -40 - 20 ℃; for 11h;
DOI:10.1002/1521-3765(20000703)6:13<2409::AID-CHEM2409>3.0.CO;2-H

Reference yield:

: 23526-06-9
2',3',5'-Tri-O-acetyl-6-oxocytidine

: 294648-67-2
2'-Deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-6-oxocytidine

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / NH₃ / methanol / 24 h / 20 °C

2: 90 percent / methanol / 0.17 h / Heating

3: 93 percent / pyridine / 1,2-dichloro-ethane / 2 h / 0 - 20 °C

4: 58 percent / DMAP / acetonitrile / 2 h / 20 °C

5: 65 percent / AIBN; nBu₃SnH / toluene / 2 h / 75 °C

6: 99 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

7: 79 percent / pyridine / 11 h / -40 - 20 °C

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; ammonia; tri-n-butyl-tin hydride; In tetrahydrofuran; methanol; 1,2-dichloro-ethane; toluene; acetonitrile; 1: Deacetylation / 2: Condensation / 3: Substitution / 4: Substitution / 5: Reduction / 6: Substitution / 7: Substitution;
DOI:10.1002/1521-3765(20000703)6:13<2409::AID-CHEM2409>3.0.CO;2-H

Reference yield:

: 150439-90-0
6-Oxocytidine

: 294648-67-2
2'-Deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-6-oxocytidine

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / methanol / 0.17 h / Heating

2: 93 percent / pyridine / 1,2-dichloro-ethane / 2 h / 0 - 20 °C

3: 58 percent / DMAP / acetonitrile / 2 h / 20 °C

4: 65 percent / AIBN; nBu₃SnH / toluene / 2 h / 75 °C

5: 99 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

6: 79 percent / pyridine / 11 h / -40 - 20 °C

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; In tetrahydrofuran; methanol; 1,2-dichloro-ethane; toluene; acetonitrile; 1: Condensation / 2: Substitution / 3: Substitution / 4: Reduction / 5: Substitution / 6: Substitution;
DOI:10.1002/1521-3765(20000703)6:13<2409::AID-CHEM2409>3.0.CO;2-H