(2-(tert-butyldiphenylsilyloxy)ethyl)-6-iodo-5-methoxy-N-methyl-3-(methylthio)-4-oxo-1,4-dihydropyridine-2-carboxamide

Base Information

Chemical Name:(2-(tert-butyldiphenylsilyloxy)ethyl)-6-iodo-5-methoxy-N-methyl-3-(methylthio)-4-oxo-1,4-dihydropyridine-2-carboxamide
CAS No.:1394231-84-5
Molecular Formula:C₂₇H₃₃IN₂O₄SSi
Molecular Weight:636.626
Hs Code.:

Synonyms:(2-(tert-butyldiphenylsilyloxy)ethyl)-6-iodo-5-methoxy-N-methyl-3-(methylthio)-4-oxo-1,4-dihydropyridine-2-carboxamide

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Chemical Property of (2-(tert-butyldiphenylsilyloxy)ethyl)-6-iodo-5-methoxy-N-methyl-3-(methylthio)-4-oxo-1,4-dihydropyridine-2-carboxamide

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Technology Process of (2-(tert-butyldiphenylsilyloxy)ethyl)-6-iodo-5-methoxy-N-methyl-3-(methylthio)-4-oxo-1,4-dihydropyridine-2-carboxamide

There total 8 articles about (2-(tert-butyldiphenylsilyloxy)ethyl)-6-iodo-5-methoxy-N-methyl-3-(methylthio)-4-oxo-1,4-dihydropyridine-2-carboxamide 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: 91.0%

: 1394231-83-4
(2-(tert-butyldiphenylsilyloxy)ethyl)-5-methoxy-N-methyl-3-(methylthio)-4-oxo-1,4-dihydropyridine-2-carboxamide

: 1394231-84-5
(2-(tert-butyldiphenylsilyloxy)ethyl)-6-iodo-5-methoxy-N-methyl-3-(methylthio)-4-oxo-1,4-dihydropyridine-2-carboxamide

Guidance literature:: (2-(tert-butyldiphenylsilyloxy)ethyl)-5-methoxy-N-methyl-3-(methylthio)-4-oxo-1,4-dihydropyridine-2-carboxamide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h; Inert atmosphere;

With iodine; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.333333h; Inert atmosphere;
DOI:10.1021/ol302121w

Reference yield:

: 1199-60-6
5-methoxy-4-oxo-4H-pyran-2-carboxylic acid

: 1394231-84-5
(2-(tert-butyldiphenylsilyloxy)ethyl)-6-iodo-5-methoxy-N-methyl-3-(methylthio)-4-oxo-1,4-dihydropyridine-2-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; pyridine / N,N-dimethyl-formamide; dichloromethane / 37 h / 0 - 20 °C / Inert atmosphere

2.1: tetrahydrofuran; water / 4 h / 20 °C

3.1: N-Bromosuccinimide / dichloromethane / 2.5 h / 20 °C / Inert atmosphere

4.1: copper(l) iodide / 1,4-dioxane / 24 h / 90 °C / Inert atmosphere

5.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C / Inert atmosphere

5.2: 0.33 h / -78 - 20 °C / Inert atmosphere

With pyridine; N-Bromosuccinimide; copper(l) iodide; n-butyllithium; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol302121w

Reference yield:

: 1394231-78-7
(2-(tert-butyldiphenylsilyloxy)ethyl)-5-methoxy-4-oxo-4H-pyran-2-carboxamide

: 1394231-84-5
(2-(tert-butyldiphenylsilyloxy)ethyl)-6-iodo-5-methoxy-N-methyl-3-(methylthio)-4-oxo-1,4-dihydropyridine-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrahydrofuran; water / 4 h / 20 °C

2.1: N-Bromosuccinimide / dichloromethane / 2.5 h / 20 °C / Inert atmosphere

3.1: copper(l) iodide / 1,4-dioxane / 24 h / 90 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C / Inert atmosphere

4.2: 0.33 h / -78 - 20 °C / Inert atmosphere

With N-Bromosuccinimide; copper(l) iodide; n-butyllithium; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water;
DOI:10.1021/ol302121w