(2R,6S)-2-{(2R)-6-[3-(4-methoxybenzyloxy)-2-methylpropyl]-5,6-dihydro-2H-pyran-2-yl}-ethanol

Base Information

Chemical Name:(2R,6S)-2-{(2R)-6-[3-(4-methoxybenzyloxy)-2-methylpropyl]-5,6-dihydro-2H-pyran-2-yl}-ethanol
CAS No.:445306-72-9
Molecular Formula:C₁₉H₂₈O₄
Molecular Weight:320.429
Hs Code.:

Synonyms:(2R,6S)-2-{(2R)-6-[3-(4-methoxybenzyloxy)-2-methylpropyl]-5,6-dihydro-2H-pyran-2-yl}-ethanol

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Chemical Property of (2R,6S)-2-{(2R)-6-[3-(4-methoxybenzyloxy)-2-methylpropyl]-5,6-dihydro-2H-pyran-2-yl}-ethanol

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Technology Process of (2R,6S)-2-{(2R)-6-[3-(4-methoxybenzyloxy)-2-methylpropyl]-5,6-dihydro-2H-pyran-2-yl}-ethanol

There total 14 articles about (2R,6S)-2-{(2R)-6-[3-(4-methoxybenzyloxy)-2-methylpropyl]-5,6-dihydro-2H-pyran-2-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: 99.0%

: 259199-01-4
{(2R)-6-[3-(4-methoxybenzyloxy)-2-methyl-propyl]-(2R,6S)-5,6-dihydro-2H-pyran-2-yl}acetaldehyde

: 445306-72-9
(2R,6S)-2-{(2R)-6-[3-(4-methoxybenzyloxy)-2-methylpropyl]-5,6-dihydro-2H-pyran-2-yl}-ethanol

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.5h;
DOI:10.1021/jo026743f

Reference yield: 92.0%

: 856410-45-2
Benzoic acid 2-{(2R,6S)-6-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-5,6-dihydro-2H-pyran-2-yl}-ethyl ester

: 445306-72-9
(2R,6S)-2-{(2R)-6-[3-(4-methoxybenzyloxy)-2-methylpropyl]-5,6-dihydro-2H-pyran-2-yl}-ethanol

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃;
DOI:10.1002/anie.200500029

Reference yield:

: 259198-98-6
(4S,6R)-7-(p-methoxybenzyloxy)-6-methylhept-1-en-4-ol

: 445306-72-9
(2R,6S)-2-{(2R)-6-[3-(4-methoxybenzyloxy)-2-methylpropyl]-5,6-dihydro-2H-pyran-2-yl}-ethanol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 97 percent / imidazole / dimethylformamide / 20 °C

2.1: OsO₄; NMO / tetrahydrofuran; H₂O / 20 °C

2.2: NaIO₄ / tetrahydrofuran; H₂O

2.3: 75 percent / NiCl₂; CrCl₂ / dimethylsulfoxide / 20 °C

3.1: 91 percent / Dess-Martin periodinane

4.1: 99 percent / BH₃*THF; (S)-Corey-Bakshi-Shibata oxazaborolidine reagent / tetrahydrofuran / -40 °C

5.1: 85 percent / TBAF / tetrahydrofuran / 20 °C

6.1: PdCl₂(CH₃CN)2 / tetrahydrofuran / 1 h / -5 °C

6.2: 60 percent / benzoquinone / tetrahydrofuran / 48 h / 20 °C

7.1: 92 percent / K₂CO₃ / methanol / 20 °C

With 1H-imidazole; osmium(VIII) oxide; N-methyl-2-indolinone; borane-THF; (S)-Corey-Bakshi-Shibata oxazaborolidine reagent; tetrabutyl ammonium fluoride; potassium carbonate; Dess-Martin periodane; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; 3.1: Dess-Martin oxidation;
DOI:10.1002/anie.200500029