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

Base Information

• Chemical Name: N⁴-benzoyl-5-{2-[3-(2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy)]ethynyl}-2'-deoxycytidine
• CAS No.: 192124-97-3
• Molecular Formula: C₂₆H₂₉N₄O₆
• Molecular Weight: 493.539

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

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

There total 3 articles about N⁴-benzoyl-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:

3-Ethynyl-2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxyl radical (112740-68-8) → N4-benzoyl-5-{2-[3-(2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy)]ethynyl}-2'-deoxycytidine (192124-97-3)

Guidance literature:

Multi-step reaction with 2 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

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

DOI:10.1080/07328319708001356

Reference yield:

5-Iodo-2'-deoxycytidine (611-53-0) → N4-benzoyl-5-{2-[3-(2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy)]ethynyl}-2'-deoxycytidine (192124-97-3)

Guidance literature:

Multi-step reaction with 2 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

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

DOI:10.1080/07328319708001356

Reference yield:

benzoyl chloride (98-88-4) + 5-{2-[3-(2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy)]ethynyl}-2'-deoxycytidine (192124-95-1) → N4-benzoyl-5-{2-[3-(2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy)]ethynyl}-2'-deoxycytidine (192124-97-3)

Guidance literature:

With ammonium hydroxide; chloro-trimethyl-silane; Yield given. Multistep reaction; 1.) pyridine, 0 deg C, 1 h, 2.) 25 deg C, 2.5 h, 3.) H₂O, 0 deg C, 1.5 h;

DOI:10.1080/07328319708001356

upstream raw materials:

benzoyl chloride

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

5-Iodo-2'-deoxycytidine

Downstream raw materials:

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

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