5'-O-(4,4'-dimethoxytrityl)-2'-O-[(2-azidoethoxy)methyl]uridine 3'-O-(1-oxido-4-methoxy-2-picolyl)phosphate triethylammonium salt

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-2'-O-[(2-azidoethoxy)methyl]uridine 3'-O-(1-oxido-4-methoxy-2-picolyl)phosphate triethylammonium salt
• CAS No.: 1351786-62-3
• Molecular Formula: C₆H₁₅N*C₄₀H₄₃N₆O₁₄P
• Molecular Weight: 963.979
• Mol file: 1351786-62-3.mol

Synonyms:

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-2'-O-[(2-azidoethoxy)methyl]uridine 3'-O-(1-oxido-4-methoxy-2-picolyl)phosphate triethylammonium salt

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4,4'-dimethoxytrityl)-2'-O-[(2-azidoethoxy)methyl]uridine 3'-O-(1-oxido-4-methoxy-2-picolyl)phosphate triethylammonium salt

There total 3 articles about 5'-O-(4,4'-dimethoxytrityl)-2'-O-[(2-azidoethoxy)methyl]uridine 3'-O-(1-oxido-4-methoxy-2-picolyl)phosphate triethylammonium salt 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%

(2-chlorophenyl)-(1-oxido-4-methoxy-2-picolyl) phosphate + 5'-O-(4,4'-dimethoxytrityl)-2'-O-[(2-azidoethoxy)methyl]uridine (1351786-49-6) + triethylamine (121-44-8) → 5'-O-(4,4'-dimethoxytrityl)-2'-O-[(2-azidoethoxy)methyl]uridine 3'-O-(1-oxido-4-methoxy-2-picolyl)phosphate triethylammonium salt (1351786-62-3)

Guidance literature:

(2-chlorophenyl)-(1-oxido-4-methoxy-2-picolyl) phosphate; 5'-O-(4,4'-dimethoxytrityl)-2'-O-[(2-azidoethoxy)methyl]uridine; With 2,4,6-triisopropylphenylsulfonyl chloride;

With water; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile;

triethylamine; With silica gel; In methanol; chloroform;

DOI:10.1134/S1068162011050025

Reference yield:

1-{2-O-[(2-azidoethoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}uracil (1042664-82-3) → 5'-O-(4,4'-dimethoxytrityl)-2'-O-[(2-azidoethoxy)methyl]uridine 3'-O-(1-oxido-4-methoxy-2-picolyl)phosphate triethylammonium salt (1351786-62-3)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h

2: pyridine / 2 h / 20 °C

3: 2,4,6-triisopropylphenylsulfonyl chloride

With pyridine; 2,4,6-triisopropylphenylsulfonyl chloride; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1134/S1068162011050025

Reference yield:

2'-O-[(2-azidoethoxy)methyl]uridine (1351786-44-1) → 5'-O-(4,4'-dimethoxytrityl)-2'-O-[(2-azidoethoxy)methyl]uridine 3'-O-(1-oxido-4-methoxy-2-picolyl)phosphate triethylammonium salt (1351786-62-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 2 h / 20 °C

2: 2,4,6-triisopropylphenylsulfonyl chloride

With pyridine; 2,4,6-triisopropylphenylsulfonyl chloride;

DOI:10.1134/S1068162011050025

upstream raw materials:

1-{2-O-[(2-azidoethoxy)methyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl}uracil

5'-O-(4,4'-dimethoxytrityl)-2'-O-[(2-azidoethoxy)methyl]uridine

triethylamine

2'-O-[(2-azidoethoxy)methyl]uridine