5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N²-{[2-(4-nitrophenyl)ethoxy]carbonyl}-O⁶-[2-(4-nitrophenyl)ethyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)guanosine

Base Information

• Chemical Name: 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N²-{[2-(4-nitrophenyl)ethoxy]carbonyl}-O⁶-[2-(4-nitrophenyl)ethyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)guanosine
• CAS No.: 195881-26-6
• Molecular Formula: C₄₃H₄₄N₈O₁₅
• Molecular Weight: 912.867
• Mol file: 195881-26-6.mol

Synonyms:5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N²-{[2-(4-nitrophenyl)ethoxy]carbonyl}-O⁶-[2-(4-nitrophenyl)ethyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)guanosine

Chemical Property of 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N²-{[2-(4-nitrophenyl)ethoxy]carbonyl}-O⁶-[2-(4-nitrophenyl)ethyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)guanosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N²-{[2-(4-nitrophenyl)ethoxy]carbonyl}-O⁶-[2-(4-nitrophenyl)ethyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)guanosine

There total 2 articles about 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N²-{[2-(4-nitrophenyl)ethoxy]carbonyl}-O⁶-[2-(4-nitrophenyl)ethyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)guanosine 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: 83.0%

N2-{[2-(4-nitrophenyl)ethoxy]carbonyl}-O6-[2-(4-nitrophenyl)ethyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)guanosine (155834-51-8) + 2-cyano-1-phenylethyl carbonochloridate (195881-17-5) → 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N2-{[2-(4-nitrophenyl)ethoxy]carbonyl}-O6-[2-(4-nitrophenyl)ethyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)guanosine (195881-26-6) + 3',5'-O-bis[(2-cyano-1-phenylethoxy)carbonyl]-N2-{[2-(4-nitrophenyl)ethoxy]carbonyl}-O6-[2-(4-nitrophenyl)ethyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)guanosine

Guidance literature:

With pyridine; at -60 - -20 ℃; for 5h;

DOI:10.1080/07328319708002955

Reference yield:

3-hydroxy-3-phenylpropanenitrile (73627-97-1,121617-17-2,132203-26-0,17190-29-3) → 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N2-{[2-(4-nitrophenyl)ethoxy]carbonyl}-O6-[2-(4-nitrophenyl)ethyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)guanosine (195881-26-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / Et₃N, trichloromethyl chloroformate / tetrahydrofuran / 6 h

2: 83 percent / pyridine / 5 h / -60 - -20 °C

With pyridine; triethylamine; trichloromethyl chloroformate; In tetrahydrofuran;

DOI:10.1080/07328319708002955

Reference yield: 86.0%

succinic acid anhydride (108-30-5) + 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N2-{[2-(4-nitrophenyl)ethoxy]carbonyl}-O6-[2-(4-nitrophenyl)ethyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)guanosine (195881-26-6) → 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N2-{[2-(4-nitrophenyl)ethoxy]carbonyl}-O6-[2-(4-nitrophenyl)ethyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)guanosine 3'-(hydrogen butanedioate)

Guidance literature:

With 1-methyl-1H-imidazole; In dichloromethane;

DOI:10.1080/07328319708002955

upstream raw materials:

N²-{[2-(4-nitrophenyl)ethoxy]carbonyl}-O⁶-[2-(4-nitrophenyl)ethyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)guanosine

2-cyano-1-phenylethyl carbonochloridate

3-hydroxy-3-phenylpropanenitrile

Downstream raw materials:

5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N²-{[2-(4-nitrophenyl)ethoxy]carbonyl}-O⁶-[2-(4-nitrophenyl)ethyl]-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)guanosine 3'-2-(4-nitrophenyl)ethyl diisopropylphosphoramidite