N⁴-benzoyl-O^5'-(4'',4'''-dimethoxytriphenylmethyl)-5-{2-[3-(2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy)]ethynyl}-2'-deoxycytidine

Base Information

• Chemical Name: N⁴-benzoyl-O^5'-(4'',4'''-dimethoxytriphenylmethyl)-5-{2-[3-(2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy)]ethynyl}-2'-deoxycytidine
• CAS No.: 192124-98-4
• Molecular Formula: C₄₇H₄₇N₄O₈
• Molecular Weight: 795.912

Synonyms:N⁴-benzoyl-O^5'-(4'',4'''-dimethoxytriphenylmethyl)-5-{2-[3-(2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy)]ethynyl}-2'-deoxycytidine

Chemical Property of N⁴-benzoyl-O^5'-(4'',4'''-dimethoxytriphenylmethyl)-5-{2-[3-(2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy)]ethynyl}-2'-deoxycytidine

Chemical Property:

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Technology Process of N⁴-benzoyl-O^5'-(4'',4'''-dimethoxytriphenylmethyl)-5-{2-[3-(2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy)]ethynyl}-2'-deoxycytidine

There total 5 articles about N⁴-benzoyl-O^5'-(4'',4'''-dimethoxytriphenylmethyl)-5-{2-[3-(2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy)]ethynyl}-2'-deoxycytidine 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: 47.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + N4-benzoyl-5-{2-[3-(2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy)]ethynyl}-2'-deoxycytidine (192124-97-3) → N4-benzoyl-O5'-(4'',4'''-dimethoxytriphenylmethyl)-5-{2-[3-(2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy)]ethynyl}-2'-deoxycytidine (192124-98-4)

Guidance literature:

With dmap; triethylamine; In pyridine; at 25 ℃; for 2.5h;

DOI:10.1080/07328319708001356

Reference yield:

3-Ethynyl-2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxyl radical (112740-68-8) → N4-benzoyl-O5'-(4'',4'''-dimethoxytriphenylmethyl)-5-{2-[3-(2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy)]ethynyl}-2'-deoxycytidine (192124-98-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / CuI, Pd(PPh₃)4, Et₃N / dimethylformamide / 2 h / 25 °C

2: 1.) TMSCl, 3.) NH₄OH / 1.) pyridine, 0 deg C, 1 h, 2.) 25 deg C, 2.5 h, 3.) H₂O, 0 deg C, 1.5 h

3: 47 percent / DMAP, Et₃N / pyridine / 2.5 h / 25 °C

With dmap; ammonium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; chloro-trimethyl-silane; triethylamine; In pyridine; N,N-dimethyl-formamide;

DOI:10.1080/07328319708001356

Reference yield:

benzoyl chloride (98-88-4) → N4-benzoyl-O5'-(4'',4'''-dimethoxytriphenylmethyl)-5-{2-[3-(2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy)]ethynyl}-2'-deoxycytidine (192124-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) TMSCl, 3.) NH₄OH / 1.) pyridine, 0 deg C, 1 h, 2.) 25 deg C, 2.5 h, 3.) H₂O, 0 deg C, 1.5 h

2: 47 percent / DMAP, Et₃N / pyridine / 2.5 h / 25 °C

With dmap; ammonium hydroxide; chloro-trimethyl-silane; triethylamine; In pyridine;

DOI:10.1080/07328319708001356

upstream raw materials:

4,4'-dimethoxytrityl chloride

N⁴-benzoyl-5-{2-[3-(2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy)]ethynyl}-2'-deoxycytidine

3-Ethynyl-2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxyl radical

benzoyl chloride

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