(2S,3R,4R,5R,6S)-2-((S)-but-3-en-2-yl)-6-(iodomethyl)-4-((4-methoxybenzyl)oxy)-3,5-dimethyltetrahydro-2H-pyran

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Chemical Name:(2S,3R,4R,5R,6S)-2-((S)-but-3-en-2-yl)-6-(iodomethyl)-4-((4-methoxybenzyl)oxy)-3,5-dimethyltetrahydro-2H-pyran
CAS No.:1426447-32-6
Molecular Formula:C₂₀H₂₉IO₃
Molecular Weight:444.353
Hs Code.:

Synonyms:(2S,3R,4R,5R,6S)-2-((S)-but-3-en-2-yl)-6-(iodomethyl)-4-((4-methoxybenzyl)oxy)-3,5-dimethyltetrahydro-2H-pyran

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Chemical Property of (2S,3R,4R,5R,6S)-2-((S)-but-3-en-2-yl)-6-(iodomethyl)-4-((4-methoxybenzyl)oxy)-3,5-dimethyltetrahydro-2H-pyran

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Technology Process of (2S,3R,4R,5R,6S)-2-((S)-but-3-en-2-yl)-6-(iodomethyl)-4-((4-methoxybenzyl)oxy)-3,5-dimethyltetrahydro-2H-pyran

There total 2 articles about (2S,3R,4R,5R,6S)-2-((S)-but-3-en-2-yl)-6-(iodomethyl)-4-((4-methoxybenzyl)oxy)-3,5-dimethyltetrahydro-2H-pyran 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: 79.0%

: 1426447-39-3
(2S,3R,4R,5R,6S)-2-((S)-but-3-en-2-yl)-6-(iodomethyl)-3,5-dimethyltetrahydro-2H-pyran-4-ol

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 1426447-32-6
(2S,3R,4R,5R,6S)-2-((S)-but-3-en-2-yl)-6-(iodomethyl)-4-((4-methoxybenzyl)oxy)-3,5-dimethyltetrahydro-2H-pyran

Guidance literature:: With camphor-10-sulfonic acid; In diethyl ether; at 30 ℃; Inert atmosphere;
DOI:10.1021/ja4008722

Reference yield:

: 1426533-79-0
(3S,4S,6S,7S)-3,5,7-trimethylnona-1,8-diene-4,6-diol

: 1426447-32-6
(2S,3R,4R,5R,6S)-2-((S)-but-3-en-2-yl)-6-(iodomethyl)-4-((4-methoxybenzyl)oxy)-3,5-dimethyltetrahydro-2H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydrogencarbonate; iodine / acetonitrile / 1 h / -20 °C / Inert atmosphere

2: camphor-10-sulfonic acid / diethyl ether / 30 °C / Inert atmosphere

With camphor-10-sulfonic acid; iodine; sodium hydrogencarbonate; In diethyl ether; acetonitrile;
DOI:10.1021/ja4008722

Reference yield: 88.0%

: 1426447-32-6
(2S,3R,4R,5R,6S)-2-((S)-but-3-en-2-yl)-6-(iodomethyl)-4-((4-methoxybenzyl)oxy)-3,5-dimethyltetrahydro-2H-pyran

: 1426447-40-6
(R)-2-((2R,3R,4R,5R,6S)-6-(iodomethyl)-4-((4-methoxybenzyl)oxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)propanoic acid

Guidance literature:: (2S,3R,4R,5R,6S)-2-((S)-but-3-en-2-yl)-6-(iodomethyl)-4-((4-methoxybenzyl)oxy)-3,5-dimethyltetrahydro-2H-pyran; With osmium(VIII) oxide; sodium hydrogencarbonate; In water; N,N-dimethyl-formamide; tert-butyl alcohol; at 25 ℃; for 0.0833333h; Inert atmosphere;

With potassium sulfate; potassium hydrogensulfate; oxone; In water; N,N-dimethyl-formamide; tert-butyl alcohol; at 25 ℃; for 6h;
DOI:10.1021/ja4008722