2'-O-carbamoyl-5'-O-(4,4'-dimethoxytrityl)uridine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite)

Base Information

• Chemical Name: 2'-O-carbamoyl-5'-O-(4,4'-dimethoxytrityl)uridine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite)
• CAS No.: 1192821-17-2
• Molecular Formula: C₄₀H₄₈N₅O₁₀P
• Molecular Weight: 789.822
• Mol file: 1192821-17-2.mol

Synonyms:2'-O-carbamoyl-5'-O-(4,4'-dimethoxytrityl)uridine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite)

Chemical Property of 2'-O-carbamoyl-5'-O-(4,4'-dimethoxytrityl)uridine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-O-carbamoyl-5'-O-(4,4'-dimethoxytrityl)uridine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite)

There total 4 articles about 2'-O-carbamoyl-5'-O-(4,4'-dimethoxytrityl)uridine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite) 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: 51.0%

2'-O-carbamoyl-5'-O-(4,4'-dimethoxytrityl)uridine (1192821-16-1) + N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) → 2'-O-carbamoyl-5'-O-(4,4'-dimethoxytrityl)uridine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite) (1192821-17-2)

Guidance literature:

With 1H-tetrazole; diisopropylamine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.bmc.2009.08.053

Reference yield:

2'-O-carbamoyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (1192821-15-0) → 2'-O-carbamoyl-5'-O-(4,4'-dimethoxytrityl)uridine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite) (1192821-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 2 h / 20 °C

1.2: 23 h / 20 °C

2.1: 1H-tetrazole; pyridine / dichloromethane / 2 h / 20 °C

With pyridine; 1H-tetrazole; triethylamine tris(hydrogen fluoride); triethylamine; In tetrahydrofuran; dichloromethane;

Reference yield:

3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (69304-38-7) → 2'-O-carbamoyl-5'-O-(4,4'-dimethoxytrityl)uridine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite) (1192821-17-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: pyridine / toluene / 3 h / 20 °C / Inert atmosphere

2.1: pyridine; ammonia / ethanol / 16 h / 20 °C

3.1: triethylamine; triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 2 h / 20 °C

3.2: 23 h / 20 °C

4.1: 1H-tetrazole; pyridine / dichloromethane / 2 h / 20 °C

With pyridine; 1H-tetrazole; ammonia; triethylamine tris(hydrogen fluoride); triethylamine; In tetrahydrofuran; ethanol; dichloromethane; toluene;

upstream raw materials:

2'-O-carbamoyl-5'-O-(4,4'-dimethoxytrityl)uridine

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

2'-O-carbamoyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine