5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N⁶-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine

Base Information

• Chemical Name: 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N⁶-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine
• CAS No.: 195881-24-4
• Molecular Formula: C₃₅H₃₇N₇O₁₂
• Molecular Weight: 747.718

Synonyms:5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N⁶-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine

Chemical Property of 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N⁶-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine

Chemical Property:

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Technology Process of 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N⁶-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine

There total 1 articles about 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N⁶-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine 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: 72.0%

N6-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine (155834-50-7) + 2-cyano-1-phenylethyl carbonochloridate (195881-17-5) → 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N6-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine (195881-24-4) + Carbonic acid (2R,3R,4R,5R)-2-(2-cyano-1-phenyl-ethoxycarbonyloxymethyl)-4-(4-methoxy-tetrahydro-pyran-4-yloxy)-5-{6-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-purin-9-yl}-tetrahydro-furan-3-yl ester 2-cyano-1-phenyl-ethyl ester

Guidance literature:

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

DOI:10.1080/07328319708002955

Reference yield: 91.0%

succinic acid anhydride (108-30-5) + 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N6-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine (195881-24-4) → 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N6-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine 3'-(hydroxy butanedioate) (195881-32-4)

Guidance literature:

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

DOI:10.1080/07328319708002955

Reference yield: 81.0%

bis(N,N-diisopropylamino)-2-(4-nitrophenyl)ethoxyphosphane (108787-34-4) + 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N6-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine (195881-24-4) → 5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N6-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine 3'-2-(4-nitrophenyl)ethyl diisopropylphosphoramidite (195881-28-8)

Guidance literature:

DOI:10.1080/07328319708002955

upstream raw materials:

N⁶-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine

2-cyano-1-phenylethyl carbonochloridate

Downstream raw materials:

5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N⁶-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine 3'-(hydroxy butanedioate)

5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-N⁶-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine 3'-2-(4-nitrophenyl)ethyl diisopropylphosphoramidite

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