3'-O-levulinoyl-N⁽⁴⁾-(4-methoxytrityl)-2'-O-methylcytidine 5'-[O-3-acetyloxy-2,2-bis(ethoxycarbonyl)propyl-N-((S)-2-methoxy-1-methyl-2-oxoethyl)]phosphoramidate

Base Information

• Chemical Name: 3'-O-levulinoyl-N⁽⁴⁾-(4-methoxytrityl)-2'-O-methylcytidine 5'-[O-3-acetyloxy-2,2-bis(ethoxycarbonyl)propyl-N-((S)-2-methoxy-1-methyl-2-oxoethyl)]phosphoramidate
• CAS No.: 1228649-87-3
• Molecular Formula: C₅₀H₆₁N₄O₁₈P
• Molecular Weight: 1037.02

Synonyms:3'-O-levulinoyl-N⁽⁴⁾-(4-methoxytrityl)-2'-O-methylcytidine 5'-[O-3-acetyloxy-2,2-bis(ethoxycarbonyl)propyl-N-((S)-2-methoxy-1-methyl-2-oxoethyl)]phosphoramidate

Chemical Property of 3'-O-levulinoyl-N⁽⁴⁾-(4-methoxytrityl)-2'-O-methylcytidine 5'-[O-3-acetyloxy-2,2-bis(ethoxycarbonyl)propyl-N-((S)-2-methoxy-1-methyl-2-oxoethyl)]phosphoramidate

Chemical Property:

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Technology Process of 3'-O-levulinoyl-N⁽⁴⁾-(4-methoxytrityl)-2'-O-methylcytidine 5'-[O-3-acetyloxy-2,2-bis(ethoxycarbonyl)propyl-N-((S)-2-methoxy-1-methyl-2-oxoethyl)]phosphoramidate

There total 2 articles about 3'-O-levulinoyl-N⁽⁴⁾-(4-methoxytrityl)-2'-O-methylcytidine 5'-[O-3-acetyloxy-2,2-bis(ethoxycarbonyl)propyl-N-((S)-2-methoxy-1-methyl-2-oxoethyl)]phosphoramidate 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: 24.0%

L-Alanine methyl ester (10065-72-2) + 3'-O-levulinoyl-N(4)-(4-methoxytrityl)-2'-O-methylcytidine (1171006-90-8) + diphenyl hydrogen phosphite (4712-55-4) + diethyl 2-[(acetyloxy)methyl]-2-(hydroxymethyl)propanedioate (35329-70-5) → 3'-O-levulinoyl-N(4)-(4-methoxytrityl)-2'-O-methylcytidine 5'-[O-3-acetyloxy-2,2-bis(ethoxycarbonyl)propyl-N-((S)-2-methoxy-1-methyl-2-oxoethyl)]phosphoramidate (1228649-87-3)

Guidance literature:

diphenyl hydrogen phosphite; diethyl 2-[(acetyloxy)methyl]-2-(hydroxymethyl)propanedioate; In pyridine; Inert atmosphere;

3'-O-levulinoyl-N⁽⁴⁾-(4-methoxytrityl)-2'-O-methylcytidine; In pyridine; Inert atmosphere;

L-Alanine methyl ester; With tetrachloromethane; triethylamine; In pyridine; acetonitrile; for 1h;

Reference yield:

L-Alanine methyl ester (10065-72-2) + C46H54N3O16P → 3'-O-levulinoyl-N(4)-(4-methoxytrityl)-2'-O-methylcytidine 5'-[O-3-acetyloxy-2,2-bis(ethoxycarbonyl)propyl-N-((S)-2-methoxy-1-methyl-2-oxoethyl)]phosphoramidate (1228649-87-3)

Guidance literature:

With pyridine; triethylamine; In tetrachloromethane; acetonitrile; for 1h;

DOI:10.1039/b924321f

Reference yield: 10.0%

3'-O-levulinoyl-N(4)-(4-methoxytrityl)-2'-O-methylcytidine 5'-[O-3-acetyloxy-2,2-bis(ethoxycarbonyl)propyl-N-((S)-2-methoxy-1-methyl-2-oxoethyl)]phosphoramidate (1228649-87-3) → 2'-O-methylcytidine 5'-[O-3-acetyloxy-2,2-bis(ethoxycarbonyl)propyl-N-(S-2-methoxy-1-methyl-2-oxoethyl)]phosphoramidate

Guidance literature:

3'-O-levulinoyl-N⁽⁴⁾-(4-methoxytrityl)-2'-O-methylcytidine 5'-[O-3-acetyloxy-2,2-bis(ethoxycarbonyl)propyl-N-((S)-2-methoxy-1-methyl-2-oxoethyl)]phosphoramidate; With hydrazine hydrate; acetic acid; In pyridine; for 1.25h;

With water; acetic acid;

upstream raw materials:

L-Alanine methyl ester

3'-O-levulinoyl-N⁽⁴⁾-(4-methoxytrityl)-2'-O-methylcytidine

diphenyl hydrogen phosphite

diethyl 2-[(acetyloxy)methyl]-2-(hydroxymethyl)propanedioate

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