3-(2,3-di-O-acetyl-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)-5-[3-(6-trifluoroacetamidohexanamido)-1-propynyl]-2-oxo(1H)pyridine

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Chemical Name:3-(2,3-di-O-acetyl-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)-5-[3-(6-trifluoroacetamidohexanamido)-1-propynyl]-2-oxo(1H)pyridine
CAS No.:872610-21-4
Molecular Formula:C₄₆H₄₈F₃N₃O₁₁
Molecular Weight:875.896
Hs Code.:

Synonyms:3-(2,3-di-O-acetyl-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)-5-[3-(6-trifluoroacetamidohexanamido)-1-propynyl]-2-oxo(1H)pyridine

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Chemical Property of 3-(2,3-di-O-acetyl-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)-5-[3-(6-trifluoroacetamidohexanamido)-1-propynyl]-2-oxo(1H)pyridine

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Technology Process of 3-(2,3-di-O-acetyl-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)-5-[3-(6-trifluoroacetamidohexanamido)-1-propynyl]-2-oxo(1H)pyridine

There total 5 articles about 3-(2,3-di-O-acetyl-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)-5-[3-(6-trifluoroacetamidohexanamido)-1-propynyl]-2-oxo(1H)pyridine 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: 88.0%

: 637330-22-4
6-(trifluoroacetamido)caproic acid prop-2-ynylamide

: 872610-21-4
3-(2,3-di-O-acetyl-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)-5-[3-(6-trifluoroacetamidohexanamido)-1-propynyl]-2-oxo(1H)pyridine

Guidance literature:: 3-(2,3-di-O-acetyl-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)-5-iodo-2-oxo(1H)pyridine; With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 20 ℃; light-shielding conditions;

6-(trifluoroacetamido)caproic acid prop-2-ynylamide; In N,N-dimethyl-formamide; at 20 ℃; for 3.5h; light-shielding conditions;

Reference yield:

: 872610-16-7
3-(2,3-di-O-acetyl-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)-5-iodo-2-oxo(1H)pyridine

: 637330-22-4
6-(trifluoroacetamido)caproic acid prop-2-ynylamide

: 872610-21-4
3-(2,3-di-O-acetyl-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)-5-[3-(6-trifluoroacetamidohexanamido)-1-propynyl]-2-oxo(1H)pyridine

Guidance literature:: 3-(2,3-di-O-acetyl-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)-5-iodo-2-oxo(1H)pyridine; With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In N,N-dimethyl-formamide; at 20 ℃;

6-(trifluoroacetamido)caproic acid prop-2-ynylamide; In N,N-dimethyl-formamide; at 20 ℃; for 3.5h;
DOI:10.1021/ja0542946

Reference yield:

: 872610-15-6
3-(5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)-5-iodo-2-oxo(1H)pyridine

: 872610-21-4
3-(2,3-di-O-acetyl-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl)-5-[3-(6-trifluoroacetamidohexanamido)-1-propynyl]-2-oxo(1H)pyridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 84 percent / pyridine / 20 °C

2.1: CuI; Pd[P(C₆H₅)3]4; Et₃N / dimethylformamide / 20 °C

2.2: dimethylformamide / 3.5 h / 20 °C

With pyridine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In N,N-dimethyl-formamide;
DOI:10.1021/ja0542946