5'-O-(4,4'-dimethoxytrityl)-arabinouridine 2'-(O-methyl)-(O-2-(N-methyl)amino phenazine-6-N-hexyl) phosphate

Base Information

Chemical Name:5'-O-(4,4'-dimethoxytrityl)-arabinouridine 2'-(O-methyl)-(O-2-(N-methyl)amino phenazine-6-N-hexyl) phosphate
CAS No.:211441-83-7
Molecular Formula:C₅₇H₅₈N₅O₁₃P
Molecular Weight:1052.09
Hs Code.:

Synonyms:5'-O-(4,4'-dimethoxytrityl)-arabinouridine 2'-(O-methyl)-(O-2-(N-methyl)amino phenazine-6-N-hexyl) phosphate

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Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-arabinouridine 2'-(O-methyl)-(O-2-(N-methyl)amino phenazine-6-N-hexyl) phosphate

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-arabinouridine 2'-(O-methyl)-(O-2-(N-methyl)amino phenazine-6-N-hexyl) phosphate

There total 8 articles about 5'-O-(4,4'-dimethoxytrityl)-arabinouridine 2'-(O-methyl)-(O-2-(N-methyl)amino phenazine-6-N-hexyl) 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: 83.0%

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

: 211441-79-1
arabinouridine 2'-(O-methyl)-(O-2-(N-methyl)amino phenazine-6-N-hexyl) phosphate

: 211441-83-7
5'-O-(4,4'-dimethoxytrityl)-arabinouridine 2'-(O-methyl)-(O-2-(N-methyl)amino phenazine-6-N-hexyl) phosphate

Guidance literature:: In pyridine; at 20 ℃; for 4h;
DOI:10.1016/S0040-4020(98)00457-8

Reference yield:

: 299-11-6
phenazine methosulfate

: 211441-83-7
5'-O-(4,4'-dimethoxytrityl)-arabinouridine 2'-(O-methyl)-(O-2-(N-methyl)amino phenazine-6-N-hexyl) phosphate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 32 percent / methanol / 72 h / 25 °C

2.1: pyridine / 0.5 h / 25 °C

3.1: pyridine / 1 h / 25 °C

4.1: aq. NH₃ / pyridine / 0.5 h / 25 °C

5.1: tetrazole / acetonitrile / 1 h / 20 °C

5.2: 82 percent / I₂ / tetrahydrofuran; pyridine; H₂O / 0.5 h / 20 °C

6.1: 72 percent / (n-Bu)4NF*H₂O / tetrahydrofuran / 0.5 h / 0 °C

7.1: 83 percent / pyridine / 4 h / 20 °C

With 1H-tetrazole; ammonium hydroxide; tetrabutyl ammonium fluoride; In tetrahydrofuran; pyridine; methanol; acetonitrile; 1.1: Addition / 2.1: Addition / 3.1: Addition / 4.1: Hydrolysis / 5.1: Addition / 5.2: Oxidation / 6.1: Hydrolysis / 7.1: Addition;
DOI:10.1016/S0040-4020(98)00457-8

Reference yield:

: 183273-98-5
Diisopropyl-phosphoramidous acid (2R,3S,3aR,9aR)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl ester methyl ester

: 211441-83-7
5'-O-(4,4'-dimethoxytrityl)-arabinouridine 2'-(O-methyl)-(O-2-(N-methyl)amino phenazine-6-N-hexyl) phosphate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrazole / acetonitrile / 1 h / 20 °C

1.2: 82 percent / I₂ / tetrahydrofuran; pyridine; H₂O / 0.5 h / 20 °C

2.1: 72 percent / (n-Bu)4NF*H₂O / tetrahydrofuran / 0.5 h / 0 °C

3.1: 83 percent / pyridine / 4 h / 20 °C

With 1H-tetrazole; tetrabutyl ammonium fluoride; In tetrahydrofuran; pyridine; acetonitrile; 1.1: Addition / 1.2: Oxidation / 2.1: Hydrolysis / 3.1: Addition;
DOI:10.1016/S0040-4020(98)00457-8