N³-(4-methoxybenzoyl)-2'-O-methyl-5'-O-(monomethoxytrityl)uridine

Base Information

• Chemical Name: N³-(4-methoxybenzoyl)-2'-O-methyl-5'-O-(monomethoxytrityl)uridine
• CAS No.: 185761-18-6
• Molecular Formula: C₃₈H₃₆N₂O₉
• Molecular Weight: 664.712
• Mol file: 185761-18-6.mol

Synonyms:N³-(4-methoxybenzoyl)-2'-O-methyl-5'-O-(monomethoxytrityl)uridine

Chemical Property of N³-(4-methoxybenzoyl)-2'-O-methyl-5'-O-(monomethoxytrityl)uridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N³-(4-methoxybenzoyl)-2'-O-methyl-5'-O-(monomethoxytrityl)uridine

There total 5 articles about N³-(4-methoxybenzoyl)-2'-O-methyl-5'-O-(monomethoxytrityl)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: 28.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 1-{(2R,3R,4S,5R)-3,4-Dihydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-3-(4-methoxy-benzoyl)-1H-pyrimidine-2,4-dione (185761-17-5) → N3-(4-methoxybenzoyl)-2'-O-methyl-5'-O-(monomethoxytrityl)uridine (185761-18-6) + 1-{(2R,3R,4S,5R)-3-Hydroxy-4-methoxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-3-(4-methoxy-benzoyl)-1H-pyrimidine-2,4-dione

Guidance literature:

With tin(ll) chloride; In 1,4-dioxane; 1,2-dimethoxyethane; for 0.166667h; Ambient temperature;

DOI:10.1002/hlca.19960790808

Reference yield:

4-methoxy-benzoyl chloride (100-07-2) → N3-(4-methoxybenzoyl)-2'-O-methyl-5'-O-(monomethoxytrityl)uridine (185761-18-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) hexamethyldisilazane, (NH₄)2SO₄; 2.) (i-Pr)2EtN; 3.) Et₃N / 1.) dioxane, reflux, 3 h; 2.) pyridine, r.t., 3 h; 3.) MeOH, r.t., overnight

2: 65 percent / SnCl₂*2H₂O / dioxane; 1,2-dimethoxy-ethane / 0.17 h / Ambient temperature

With ammonium sulfate; triethylamine; N-ethyl-N,N-diisopropylamine; 1,1,1,3,3,3-hexamethyl-disilazane; tin(ll) chloride; In 1,4-dioxane; 1,2-dimethoxyethane;

DOI:10.1002/hlca.19960790808

Reference yield:

N3-anisoyluridine (86988-33-2) → N3-(4-methoxybenzoyl)-2'-O-methyl-5'-O-(monomethoxytrityl)uridine (185761-18-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / pyridine / 48 h / Ambient temperature

2: 65 percent / SnCl₂*2H₂O / dioxane; 1,2-dimethoxy-ethane / 0.17 h / Ambient temperature

With tin(ll) chloride; In 1,4-dioxane; pyridine; 1,2-dimethoxyethane;

DOI:10.1002/hlca.19960790808

upstream raw materials:

diazomethane

1-{(2R,3R,4S,5R)-3,4-Dihydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-3-(4-methoxy-benzoyl)-1H-pyrimidine-2,4-dione

N³-anisoyluridine

4-methoxy-benzoyl chloride