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

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Chemical Name:(R)-2-((2R,3R,4R,5R,6S)-6-(iodomethyl)-4-((4-methoxybenzyl)oxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)propanoic acid
CAS No.:1426447-40-6
Molecular Formula:C₁₉H₂₇IO₅
Molecular Weight:462.325
Hs Code.:

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

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

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

There total 3 articles about (R)-2-((2R,3R,4R,5R,6S)-6-(iodomethyl)-4-((4-methoxybenzyl)oxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)propanoic acid 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: 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

Reference yield:

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

: 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:: Multi-step reaction with 2 steps

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

2.1: sodium hydrogencarbonate; osmium(VIII) oxide / water; N,N-dimethyl-formamide; tert-butyl alcohol / 0.08 h / 25 °C / Inert atmosphere

2.2: 6 h / 25 °C

With osmium(VIII) oxide; camphor-10-sulfonic acid; sodium hydrogencarbonate; In diethyl ether; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ja4008722

Reference yield:

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

: 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:: Multi-step reaction with 3 steps

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

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

3.1: sodium hydrogencarbonate; osmium(VIII) oxide / water; N,N-dimethyl-formamide; tert-butyl alcohol / 0.08 h / 25 °C / Inert atmosphere

3.2: 6 h / 25 °C

With osmium(VIII) oxide; camphor-10-sulfonic acid; iodine; sodium hydrogencarbonate; In diethyl ether; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1021/ja4008722