(R)-2-methoxy-1-((3S,4S)-6-nitro-4-((E)-styryl)-9-tosyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol

Base Information

Chemical Name:(R)-2-methoxy-1-((3S,4S)-6-nitro-4-((E)-styryl)-9-tosyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol
CAS No.:1314596-01-4
Molecular Formula:C₂₉H₂₈N₂O₇S
Molecular Weight:548.617
Hs Code.:

Synonyms:(R)-2-methoxy-1-((3S,4S)-6-nitro-4-((E)-styryl)-9-tosyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol

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Chemical Property of (R)-2-methoxy-1-((3S,4S)-6-nitro-4-((E)-styryl)-9-tosyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol

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Technology Process of (R)-2-methoxy-1-((3S,4S)-6-nitro-4-((E)-styryl)-9-tosyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol

There total 5 articles about (R)-2-methoxy-1-((3S,4S)-6-nitro-4-((E)-styryl)-9-tosyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol 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:

: 1314595-87-3
2-((((2R,3S,6S)-2-(methoxymethyl)-6-phenyl-3,6-dihydro-2H-pyran-3-yl)oxy)methyl)-5-nitro-1-tosyl-1H-indole

: 1314596-01-4
(R)-2-methoxy-1-((3S,4S)-6-nitro-4-((E)-styryl)-9-tosyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol

: 1314596-02-5
(R)-2-methoxy-1-((3S,4R)-6-nitro-4-((E)-styryl)-9-tosyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol

Guidance literature:: 2-((((2R,3S,6S)-2-(methoxymethyl)-6-phenyl-3,6-dihydro-2H-pyran-3-yl)oxy)methyl)-5-nitro-1-tosyl-1H-indole; With scandium tris(trifluoromethanesulfonate); In nitromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;

With water; sodium hydrogencarbonate; In nitromethane; for 0.166667h; Inert atmosphere;
DOI:10.1021/ol201532k

Reference yield:

: C₁₈H₂₄O₃Si

: 1314596-01-4
(R)-2-methoxy-1-((3S,4S)-6-nitro-4-((E)-styryl)-9-tosyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol

: 1314596-02-5
(R)-2-methoxy-1-((3S,4R)-6-nitro-4-((E)-styryl)-9-tosyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere

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

4.1: scandium tris(trifluoromethanesulfonate) / nitromethane / 3 h / 0 - 20 °C / Inert atmosphere

4.2: 0.17 h / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; sodium hydride; diethylamine; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; nitromethane; mineral oil;
DOI:10.1021/ol201532k

Reference yield:

: C₁₅H₂₂O₃Si

: 1314596-01-4
(R)-2-methoxy-1-((3S,4S)-6-nitro-4-((E)-styryl)-9-tosyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol

: 1314596-02-5
(R)-2-methoxy-1-((3S,4R)-6-nitro-4-((E)-styryl)-9-tosyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere

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

5.1: scandium tris(trifluoromethanesulfonate) / nitromethane / 3 h / 0 - 20 °C / Inert atmosphere

5.2: 0.17 h / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; sodium hydride; diethylamine; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; nitromethane; mineral oil;
DOI:10.1021/ol201532k