N-(2-((5S)-5-((R)-1-hydroxy-2-methoxyethyl)-4-((E)-styryl)tetrahydrofuran-3-carbonyl)phenyl)-4-methylbenzenesulfonamide

Base Information

Chemical Name:N-(2-((5S)-5-((R)-1-hydroxy-2-methoxyethyl)-4-((E)-styryl)tetrahydrofuran-3-carbonyl)phenyl)-4-methylbenzenesulfonamide
CAS No.:1314595-80-6
Molecular Formula:C₂₉H₃₁NO₆S
Molecular Weight:521.634
Hs Code.:

Synonyms:N-(2-((5S)-5-((R)-1-hydroxy-2-methoxyethyl)-4-((E)-styryl)tetrahydrofuran-3-carbonyl)phenyl)-4-methylbenzenesulfonamide

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Chemical Property of N-(2-((5S)-5-((R)-1-hydroxy-2-methoxyethyl)-4-((E)-styryl)tetrahydrofuran-3-carbonyl)phenyl)-4-methylbenzenesulfonamide

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Technology Process of N-(2-((5S)-5-((R)-1-hydroxy-2-methoxyethyl)-4-((E)-styryl)tetrahydrofuran-3-carbonyl)phenyl)-4-methylbenzenesulfonamide

There total 13 articles about N-(2-((5S)-5-((R)-1-hydroxy-2-methoxyethyl)-4-((E)-styryl)tetrahydrofuran-3-carbonyl)phenyl)-4-methylbenzenesulfonamide 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: 81.0%

: 1314595-78-2
N-(2-(3-(((2R,3S,6S)-2-(methoxymethyl)-6-phenyl-3,6-dihydro-2H-pyran-3-yl)oxy)prop-1-yn-1-yl)phenyl)-4-methylbenzenesulfonamide

: 1314595-80-6
N-(2-((5S)-5-((R)-1-hydroxy-2-methoxyethyl)-4-((E)-styryl)tetrahydrofuran-3-carbonyl)phenyl)-4-methylbenzenesulfonamide

Guidance literature:: N-(2-(3-(((2R,3S,6S)-2-(methoxymethyl)-6-phenyl-3,6-dihydro-2H-pyran-3-yl)oxy)prop-1-yn-1-yl)phenyl)-4-methylbenzenesulfonamide; With indium(III) triflate; In nitromethane; at 0 - 20 ℃; Inert atmosphere;

With water; sodium hydrogencarbonate; In nitromethane; Inert atmosphere;
DOI:10.1021/ol201532k

Reference yield: 27.0%

: 1314595-78-2
N-(2-(3-(((2R,3S,6S)-2-(methoxymethyl)-6-phenyl-3,6-dihydro-2H-pyran-3-yl)oxy)prop-1-yn-1-yl)phenyl)-4-methylbenzenesulfonamide

: 1314595-79-3
2-((((2R,3S,6S)-2-(methoxymethyl)-6-phenyl-3,6-dihydro-2H-pyran-3-yl)oxy)methyl)-1-tosyl-1H-indole

: C₂₉H₂₉NO₅S

: 1314595-80-6
N-(2-((5S)-5-((R)-1-hydroxy-2-methoxyethyl)-4-((E)-styryl)tetrahydrofuran-3-carbonyl)phenyl)-4-methylbenzenesulfonamide

Guidance literature:: N-(2-(3-(((2R,3S,6S)-2-(methoxymethyl)-6-phenyl-3,6-dihydro-2H-pyran-3-yl)oxy)prop-1-yn-1-yl)phenyl)-4-methylbenzenesulfonamide; With silver hexafluoroantimonate; (triphenylphosphine)gold(I) chloride; In nitromethane; at 0 - 20 ℃; Inert atmosphere;

With water; sodium hydrogencarbonate; In nitromethane; Inert atmosphere;
DOI:10.1021/ol201532k

Reference yield:

: 1314595-73-7
(2R,3S,6S)-2-(methoxymethyl)-6-phenyl-3-(prop-2-yn-1-yloxy)-3,6-dihydro-2H-pyran

: 1314595-80-6
N-(2-((5S)-5-((R)-1-hydroxy-2-methoxyethyl)-4-((E)-styryl)tetrahydrofuran-3-carbonyl)phenyl)-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diethylamine / 2 h / 50 °C / Inert atmosphere

2.1: pyridine; dmap / dichloromethane / 24 h / 20 °C / Inert atmosphere

3.1: indium(III) triflate / nitromethane / 0 - 20 °C / Inert atmosphere

3.2: Inert atmosphere

With indium(III) triflate; pyridine; dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine; In nitromethane; dichloromethane; 1.1: Sonogashira coupling;
DOI:10.1021/ol201532k