3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-(2'R)-2'-deoxy-2'-C-methyl-N³-(4-t-butylbenzoyl) uridine

Base Information

• Chemical Name: 3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-(2'R)-2'-deoxy-2'-C-methyl-N³-(4-t-butylbenzoyl) uridine
• CAS No.: 402518-02-9
• Molecular Formula: C₃₃H₅₂N₂O₇Si₂
• Molecular Weight: 644.956

Synonyms:3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-(2'R)-2'-deoxy-2'-C-methyl-N³-(4-t-butylbenzoyl) uridine

Chemical Property of 3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-(2'R)-2'-deoxy-2'-C-methyl-N³-(4-t-butylbenzoyl) uridine

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Technology Process of 3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-(2'R)-2'-deoxy-2'-C-methyl-N³-(4-t-butylbenzoyl) uridine

There total 1 articles about 3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-(2'R)-2'-deoxy-2'-C-methyl-N³-(4-t-butylbenzoyl) uridine 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:

p-tert-butyl benzoyl chloride (1710-98-1) + 3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-deoxy-2'-C-methyluridine → 3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-(2'S)-2'-deoxy-2'-C-methyl-N3-(4-t-butylbenzoyl) uridine (402518-04-1) + 3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-(2'R)-2'-deoxy-2'-C-methyl-N3-(4-t-butylbenzoyl) uridine (402518-02-9)

Guidance literature:

With tetrabutylammomium bromide; sodium carbonate; In dichloromethane; water; at 20 ℃;

DOI:10.1016/S0040-4020(01)00745-1

Reference yield: 97.0%

3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-(2'R)-2'-deoxy-2'-C-methyl-N3-(4-t-butylbenzoyl) uridine (402518-02-9) → (2'R)-2'-deoxy-2'-C-methyl-N3-(4-t-butylbenzoyl) uridine (402518-06-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.0833333h;

DOI:10.1016/S0040-4020(01)00745-1

Reference yield:

3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-(2'R)-2'-deoxy-2'-C-methyl-N3-(4-t-butylbenzoyl) uridine (402518-02-9) → 5'-O-dimethoxytrityl-(2'R)-2'-deoxy-2'-C-methyl-N3-(4-t-butylbenzoyl) uridine (402518-09-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.08 h

2: 63 percent / Et₃N / pyridine

With tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; pyridine;

DOI:10.1016/S0040-4020(01)00745-1

upstream raw materials:

p-tert-butyl benzoyl chloride

Downstream raw materials:

(2'R)-2'-deoxy-2'-C-methyl-N³-(4-t-butylbenzoyl) uridine

5'-O-dimethoxytrityl-(2'R)-2'-deoxy-2'-C-methyl-N³-(4-t-butylbenzoyl) uridine

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