(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(3-((4-ethylphenyl)(hydroxy)methyl)-1H-indol-1-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Base Information

Chemical Name:(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(3-((4-ethylphenyl)(hydroxy)methyl)-1H-indol-1-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
CAS No.:1404307-40-9
Molecular Formula:C₃₁H₃₅NO₁₀
Molecular Weight:581.62
Hs Code.:

Synonyms:(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(3-((4-ethylphenyl)(hydroxy)methyl)-1H-indol-1-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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Chemical Property of (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(3-((4-ethylphenyl)(hydroxy)methyl)-1H-indol-1-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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Technology Process of (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(3-((4-ethylphenyl)(hydroxy)methyl)-1H-indol-1-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

There total 2 articles about (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(3-((4-ethylphenyl)(hydroxy)methyl)-1H-indol-1-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate 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:

: 53838-86-1
(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(3-formyl-1H-indol-1-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 1585-07-5
1-bromo-4-ethylbenzene

: 1404307-40-9
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(3-((4-ethylphenyl)(hydroxy)methyl)-1H-indol-1-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: 1-bromo-4-ethylbenzene; With magnesium; ethylene dibromide; In tetrahydrofuran; at 20 - 48 ℃;

(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(3-formyl-1H-indol-1-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate; In tetrahydrofuran; at 0 - 8 ℃; for 0.833333h;
DOI:10.1021/op3001355

Reference yield:

: 16331-45-6
p-ethylbenzoyl chloride

: 1404307-40-9
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(3-((4-ethylphenyl)(hydroxy)methyl)-1H-indol-1-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: Multi-step reaction with 2 steps

1: aluminum (III) chloride / dichloromethane

2: cerium(III) chloride heptahydrate; sodium tetrahydroborate / tetrahydrofuran; ethanol

With aluminum (III) chloride; sodium tetrahydroborate; cerium(III) chloride heptahydrate; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/op3001355

Reference yield: 80.0%

: 1404307-40-9
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(3-((4-ethylphenyl)(hydroxy)methyl)-1H-indol-1-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 1404307-39-6
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(3-(4-ethylbenzyl)-1H-indol-1-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; acetonitrile; at 0 ℃; for 0.166667h;
DOI:10.1021/op3001355