N₂'-methyl-2'-amino-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-dimethoxytrityl-2'-N,4'-C-oxomethylene thymidine

Base Information

• Chemical Name: N₂'-methyl-2'-amino-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-dimethoxytrityl-2'-N,4'-C-oxomethylene thymidine
• CAS No.: 1300590-81-1
• Molecular Formula: C₄₂H₅₀N₅O₉P
• Molecular Weight: 799.861
• Mol file: 1300590-81-1.mol

Synonyms:N₂'-methyl-2'-amino-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-dimethoxytrityl-2'-N,4'-C-oxomethylene thymidine

Chemical Property of N₂'-methyl-2'-amino-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-dimethoxytrityl-2'-N,4'-C-oxomethylene thymidine

Chemical Property:

Purity/Quality:

98.0% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N₂'-methyl-2'-amino-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-dimethoxytrityl-2'-N,4'-C-oxomethylene thymidine

There total 17 articles about N₂'-methyl-2'-amino-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-dimethoxytrityl-2'-N,4'-C-oxomethylene thymidine 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: 97.0%

C33H33N3O8 (1300590-79-7) + N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) → N2'-methyl-2'-amino-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-dimethoxytrityl-2'-N,4'-C-oxomethylene thymidine (1300590-81-1)

Guidance literature:

With N,N-diisopropylamine tetrazolide; In tetrahydrofuran; acetonitrile; at 20 ℃; for 5h; Inert atmosphere;

Reference yield:

C33H33N3O7 (1300590-73-1) → N2'-methyl-2'-amino-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-dimethoxytrityl-2'-N,4'-C-oxomethylene thymidine (1300590-81-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / Inert atmosphere; Cooling with acetone-dry ice

1.2: 0.5 h / 20 °C / Cooling with acetone-dry ice

2.1: hydrogen / 10 wt% Pd(OH)2 on carbon / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3.1: pyridine / 3 h / 20 °C / Inert atmosphere

4.1: N,N-diisopropylamine tetrazolide / acetonitrile; tetrahydrofuran / 5 h / 20 °C / Inert atmosphere

With pyridine; N,N-diisopropylamine tetrazolide; hydrogen; sodium hydride; 10 wt% Pd(OH)2 on carbon; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

C34H35N3O7 (1300590-75-3) → N2'-methyl-2'-amino-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-dimethoxytrityl-2'-N,4'-C-oxomethylene thymidine (1300590-81-1)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen / 10 wt% Pd(OH)2 on carbon / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2: pyridine / 3 h / 20 °C / Inert atmosphere

3: N,N-diisopropylamine tetrazolide / acetonitrile; tetrahydrofuran / 5 h / 20 °C / Inert atmosphere

With pyridine; N,N-diisopropylamine tetrazolide; hydrogen; 10 wt% Pd(OH)2 on carbon; In tetrahydrofuran; acetonitrile;

upstream raw materials:

C₃₃H₃₃N₃O₈

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

((3aR,5R,6S,6aR)-6-(benzyloxy)-5-((benzyloxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol

C₄₀H₄₆O₈Si