5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N²-[2-(4-nitrophenyl)ethoxycarbonyl]-O⁶-[2-(4-nitrophenyl)ethyl]guanosine

Base Information

• Chemical Name: 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N²-[2-(4-nitrophenyl)ethoxycarbonyl]-O⁶-[2-(4-nitrophenyl)ethyl]guanosine
• CAS No.: 156159-75-0
• Molecular Formula: C₄₂H₄₂N₈O₁₄S
• Molecular Weight: 914.907

Synonyms:5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N²-[2-(4-nitrophenyl)ethoxycarbonyl]-O⁶-[2-(4-nitrophenyl)ethyl]guanosine

Chemical Property of 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N²-[2-(4-nitrophenyl)ethoxycarbonyl]-O⁶-[2-(4-nitrophenyl)ethyl]guanosine

Chemical Property:

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Technology Process of 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N²-[2-(4-nitrophenyl)ethoxycarbonyl]-O⁶-[2-(4-nitrophenyl)ethyl]guanosine

There total 2 articles about 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N²-[2-(4-nitrophenyl)ethoxycarbonyl]-O⁶-[2-(4-nitrophenyl)ethyl]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: 80.0%

2'-deoxy-N2-[2-(4-nitrophenyl)ethoxycarbonyl]-O6-[2-(4-nitrophenyl)ethyl]guanosine (111244-92-9) + 2-dansylethyl chloroformate hydrochloride → 3',5'-bis-O-(2-dansylethoxycarbonyl)-2'-deoxy-N2-<2-(4-nitrophenyl)ethoxycarbonyl>-O6-<2-(4-nitrophenyl)ethyl>guanosine + bis-(2-dansylethyl)-carbonate + 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N2-[2-(4-nitrophenyl)ethoxycarbonyl]-O6-[2-(4-nitrophenyl)ethyl]guanosine (156159-75-0)

Guidance literature:

With pyridine; for 1h;

DOI:10.1002/hlca.19940770123

Reference yield: 75.0%

2'-deoxy-N2-[2-(4-nitrophenyl)ethoxycarbonyl]-O6-[2-(4-nitrophenyl)ethyl]guanosine (111244-92-9) + (2-{[5-(dimethylamino)naphthalen-1-yl]sulfonyl}ethoxy)carbonyl chloride → 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N2-[2-(4-nitrophenyl)ethoxycarbonyl]-O6-[2-(4-nitrophenyl)ethyl]guanosine (156159-75-0)

Guidance literature:

With pyridine; at 0 ℃;

DOI:10.1080/07328319708006249

Reference yield: 97.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N2-[2-(4-nitrophenyl)ethoxycarbonyl]-O6-[2-(4-nitrophenyl)ethyl]guanosine (156159-75-0) → Carbonic acid (2R,3S,5R)-3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-{6-[2-(4-nitro-phenyl)-ethoxy]-2-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-purin-9-yl}-tetrahydro-furan-2-ylmethyl ester 2-(5-dimethylamino-naphthalene-1-sulfonyl)-ethyl ester (199792-99-9)

Guidance literature:

With pyridine; for 32h; Ambient temperature;

DOI:10.1080/07328319708006249

upstream raw materials:

2'-deoxy-N²-[2-(4-nitrophenyl)ethoxycarbonyl]-O⁶-[2-(4-nitrophenyl)ethyl]guanosine

Downstream raw materials:

5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N²-<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>guanosine 3'-<2-(4-nitrophenyl)ethyl N,N-diethylphosphoramidite>

5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N²-<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>guanosine 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)-ethoxy]-2-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-purin-9-yl}-tetrahydro-furan-2-ylmethyl ester 2-(5-dimethylamino-naphthalene-1-sulfonyl)-ethyl ester

2'-deoxy-3'-O-(4,4'-dimethoxytrityl)-N²-{[2-(4-nitrophenyl)ethoxy]carbonyl}-O⁶-[2-(4-nitrophenyl)ethyl]guanosine

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