(R)-2-azido-1-((3S,4S)-9-(methylsulfonyl)-4-((E)-styryl)-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol

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Chemical Name:(R)-2-azido-1-((3S,4S)-9-(methylsulfonyl)-4-((E)-styryl)-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol
CAS No.:1314596-08-1
Molecular Formula:C₂₂H₂₂N₄O₄S
Molecular Weight:438.507
Hs Code.:

Synonyms:(R)-2-azido-1-((3S,4S)-9-(methylsulfonyl)-4-((E)-styryl)-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol

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Chemical Property of (R)-2-azido-1-((3S,4S)-9-(methylsulfonyl)-4-((E)-styryl)-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol

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Technology Process of (R)-2-azido-1-((3S,4S)-9-(methylsulfonyl)-4-((E)-styryl)-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol

There total 2 articles about (R)-2-azido-1-((3S,4S)-9-(methylsulfonyl)-4-((E)-styryl)-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:

: 1314595-94-2
2-((((2R,3S,6S)-2-(azidomethyl)-6-phenyl-3,6-dihydro-2H-pyran-3-yl)oxy)methyl)-1-(methylsulfonyl)-1H-indole

: 1314596-08-1
(R)-2-azido-1-((3S,4S)-9-(methylsulfonyl)-4-((E)-styryl)-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol

: 1314596-18-3
(R)-2-azido-1-((3S,4R)-9-(methylsulfonyl)-4-((E)-styryl)-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol

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

With water; sodium hydrogencarbonate; In nitromethane; for 0.166667h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ol201532k

Reference yield:

: 1314595-92-0
C₁₅H₁₅N₃O₂

: 116547-92-3
N-(2-iodophenyl)methanesulfonamide

: 1314596-08-1
(R)-2-azido-1-((3S,4S)-9-(methylsulfonyl)-4-((E)-styryl)-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol

: 1314596-18-3
(R)-2-azido-1-((3S,4R)-9-(methylsulfonyl)-4-((E)-styryl)-1,3,4,9-tetrahydropyrano[3,4-b]indol-3-yl)ethanol

Guidance literature:: Multi-step reaction with 2 steps

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

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

2.2: 0.17 h / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine; scandium tris(trifluoromethanesulfonate); In nitromethane;
DOI:10.1021/ol201532k