(2R,4R)-1-((2R,6S)-6-(2-(4-methoxybenzyloxy)ethyl)-5,6-dihydro-2H-pyran-2-yl)undecane-2,4-diol

Base Information

Chemical Name:(2R,4R)-1-((2R,6S)-6-(2-(4-methoxybenzyloxy)ethyl)-5,6-dihydro-2H-pyran-2-yl)undecane-2,4-diol
CAS No.:1262964-00-0
Molecular Formula:C₂₆H₄₂O₅
Molecular Weight:434.616
Hs Code.:

Synonyms:(2R,4R)-1-((2R,6S)-6-(2-(4-methoxybenzyloxy)ethyl)-5,6-dihydro-2H-pyran-2-yl)undecane-2,4-diol

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Chemical Property of (2R,4R)-1-((2R,6S)-6-(2-(4-methoxybenzyloxy)ethyl)-5,6-dihydro-2H-pyran-2-yl)undecane-2,4-diol

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Technology Process of (2R,4R)-1-((2R,6S)-6-(2-(4-methoxybenzyloxy)ethyl)-5,6-dihydro-2H-pyran-2-yl)undecane-2,4-diol

There total 10 articles about (2R,4R)-1-((2R,6S)-6-(2-(4-methoxybenzyloxy)ethyl)-5,6-dihydro-2H-pyran-2-yl)undecane-2,4-diol 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: 82.0%

: 1262963-93-8
(S)-1-((2R,6S)-6-(2-(4-methoxybenzyloxy)ethyl)-5,6-dihydro-2H-pyran-2-yl)-3-((S)-oxiran-2-yl)propan-2-ol

: 3761-92-0
n-hexylmagnesium bromide

: 1262964-00-0
(2R,4R)-1-((2R,6S)-6-(2-(4-methoxybenzyloxy)ethyl)-5,6-dihydro-2H-pyran-2-yl)undecane-2,4-diol

Guidance literature:: (S)-1-((2R,6S)-6-(2-(4-methoxybenzyloxy)ethyl)-5,6-dihydro-2H-pyran-2-yl)-3-((S)-oxiran-2-yl)propan-2-ol; With copper(l) iodide; In tetrahydrofuran; at 25 ℃; for 0.5h; Inert atmosphere;

n-hexylmagnesium bromide; In tetrahydrofuran; at -20 - 20 ℃; Inert atmosphere;
DOI:10.1021/ol1029854

Reference yield:

: 1262963-94-9
(4S,6S)-4-(iodomethyl)-6-(((2R,6S)-6-(2-(4-methoxybenzyloxy)ethyl)-5,6-dihydro-2H-pyran-2-yl)methyl)-1,3-dioxan-2-one

: 1262964-00-0
(2R,4R)-1-((2R,6S)-6-(2-(4-methoxybenzyloxy)ethyl)-5,6-dihydro-2H-pyran-2-yl)undecane-2,4-diol

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium carbonate / methanol / 1 h / 25 °C

2.1: copper(l) iodide / tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere

2.2: -20 - 20 °C / Inert atmosphere

With copper(l) iodide; potassium carbonate; In tetrahydrofuran; methanol;
DOI:10.1021/ol1029854

Reference yield:

: 1262963-95-0
(2S,6R)-6-allyl-2-[2-{(4-methoxybenzyl)oxy}ethyl]-3,6-dihydro-2H-pyran

: 1262964-00-0
(2R,4R)-1-((2R,6S)-6-(2-(4-methoxybenzyloxy)ethyl)-5,6-dihydro-2H-pyran-2-yl)undecane-2,4-diol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water / 2 h / 20 °C

2.1: titanium(IV) isopropylate; (R)-1,1'-Bi-2-naphthol; titanium tetrachloride; silver(l) oxide / dichloromethane / -15 - 0 °C / Inert atmosphere; Darkness; Molecular sieve

3.1: dmap; triethylamine / dichloromethane / 5 h / 20 °C

4.1: N-iodo-succinimide / acetonitrile / -40 - 0 °C

5.1: potassium carbonate / methanol / 1 h / 25 °C

6.1: copper(l) iodide / tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere

6.2: -20 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; titanium(IV) isopropylate; dmap; sodium periodate; N-iodo-succinimide; copper(l) iodide; osmium(VIII) oxide; (R)-1,1'-Bi-2-naphthol; titanium tetrachloride; potassium carbonate; triethylamine; silver(l) oxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetonitrile; 4.1: Bartlett-Smith iodo-carbonate cyclization reaction;
DOI:10.1021/ol1029854