2'-O-(tetrahydropyran-2-yl)-5'-O-(4,4'-dimethoxytrityl)-N⁴-(trichloro-t-butoxycarbonyl)cytidine

Base Information

• Chemical Name: 2'-O-(tetrahydropyran-2-yl)-5'-O-(4,4'-dimethoxytrityl)-N⁴-(trichloro-t-butoxycarbonyl)cytidine
• CAS No.: 129778-28-5
• Molecular Formula: C₄₀H₄₄Cl₃N₃O₁₀
• Molecular Weight: 833.162
• Mol file: 129778-28-5.mol

Synonyms:2'-O-(tetrahydropyran-2-yl)-5'-O-(4,4'-dimethoxytrityl)-N⁴-(trichloro-t-butoxycarbonyl)cytidine

Chemical Property of 2'-O-(tetrahydropyran-2-yl)-5'-O-(4,4'-dimethoxytrityl)-N⁴-(trichloro-t-butoxycarbonyl)cytidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-O-(tetrahydropyran-2-yl)-5'-O-(4,4'-dimethoxytrityl)-N⁴-(trichloro-t-butoxycarbonyl)cytidine

There total 4 articles about 2'-O-(tetrahydropyran-2-yl)-5'-O-(4,4'-dimethoxytrityl)-N⁴-(trichloro-t-butoxycarbonyl)cytidine 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:

2,2,2-trichloro-1,1-dimethylethoxychloroformate (66270-36-8) → 2'-O-(tetrahydropyran-2-yl)-5'-O-(4,4'-dimethoxytrityl)-N4-(trichloro-t-butoxycarbonyl)cytidine (129778-28-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / pyridine / 0.5 h / Ambient temperature

2: KF, Et₄NBr, H₂O / acetonitrile

3: pyridine / Ambient temperature

With pyridine; potassium fluoride; tetraethylammonium bromide; water; In acetonitrile;

DOI:10.1016/S0040-4020(01)86683-7

Reference yield:

2'-O-tetrahydropyranyl-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)cytidine (90742-20-4) → 2'-O-(tetrahydropyran-2-yl)-5'-O-(4,4'-dimethoxytrityl)-N4-(trichloro-t-butoxycarbonyl)cytidine (129778-28-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / pyridine / 0.5 h / Ambient temperature

2: KF, Et₄NBr, H₂O / acetonitrile

3: pyridine / Ambient temperature

With pyridine; potassium fluoride; tetraethylammonium bromide; water; In acetonitrile;

DOI:10.1016/S0040-4020(01)86683-7

Reference yield:

2'-O-(tetrahydropyran-2-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-N4-(trichloro-t-butoxycarbonyl)cytidine (129778-29-6) → 2'-O-(tetrahydropyran-2-yl)-5'-O-(4,4'-dimethoxytrityl)-N4-(trichloro-t-butoxycarbonyl)cytidine (129778-28-5)

Guidance literature:

Multi-step reaction with 2 steps

1: KF, Et₄NBr, H₂O / acetonitrile

2: pyridine / Ambient temperature

With pyridine; potassium fluoride; tetraethylammonium bromide; water; In acetonitrile;

DOI:10.1016/S0040-4020(01)86683-7

upstream raw materials:

4,4'-dimethoxytrityl chloride

{1-[(2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-carbamic acid 2,2,2-trichloro-1,1-dimethyl-ethyl ester

2,2,2-trichloro-1,1-dimethylethoxychloroformate

2'-O-tetrahydropyranyl-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)cytidine

Downstream raw materials:

{1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(bis-phenylsulfanyl-phosphoryloxy)-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-carbamic acid 2,2,2-trichloro-1,1-dimethyl-ethyl ester