5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]adenosine

Base Information

• Chemical Name: 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]adenosine
• CAS No.: 156159-73-8
• Molecular Formula: C₃₄H₃₅N₇O₁₁S
• Molecular Weight: 749.758

Synonyms:5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]adenosine

Chemical Property of 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]adenosine

Chemical Property:

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Technology Process of 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]adenosine

There total 2 articles about 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]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: 77.0%

2'-deoxy-N6-{[2-(4-nitrophenyl)ethoxy]carbonyl}adenosine (88091-69-4) + (2-{[5-(dimethylamino)naphthalen-1-yl]sulfonyl}ethoxy)carbonyl chloride → 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N6-[2-(4-nitrophenyl)ethoxycarbonyl]adenosine (156159-73-8)

Guidance literature:

With pyridine; at 0 ℃;

DOI:10.1080/07328319708006249

Reference yield: 69.0%

2'-deoxy-N6-{[2-(4-nitrophenyl)ethoxy]carbonyl}adenosine (88091-69-4) + 2-dansylethyl chloroformate hydrochloride → bis-(2-dansylethyl)-carbonate + 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N6-[2-(4-nitrophenyl)ethoxycarbonyl]adenosine (156159-73-8) + 3',5'-bis-O-(2-dansylethoxycarbonyl)-2'-deoxy-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

Guidance literature:

With pyridine; for 1h; Yield given;

DOI:10.1002/hlca.19940770123

Reference yield: 95.0%

succinic acid anhydride (108-30-5) + 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N6-[2-(4-nitrophenyl)ethoxycarbonyl]adenosine (156159-73-8) → 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N6-<2-(4-nitrophenyl)ethoxycarbonyl>-3'-O-succinyladenosine (156159-88-5)

Guidance literature:

With dmap; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1002/hlca.19940770123

upstream raw materials:

2'-deoxy-N⁶-{[2-(4-nitrophenyl)ethoxy]carbonyl}adenosine

Downstream raw materials:

5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-3'-O-succinyladenosine

5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 3'-<2-(4-nitrophenyl)ethyl N,N-diethylphosphoramidite>

5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 3'-<2-(4-nitrophenyl)ethyl N,N-diisopropylphosphoramidite>

Carbonic acid (2R,3S,5R)-3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-{6-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-purin-9-yl}-tetrahydro-furan-2-ylmethyl ester 2-(5-dimethylamino-naphthalene-1-sulfonyl)-ethyl ester

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