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

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Chemical Name:{(2R)-6-[3-(4-methoxybenzyloxy)-2-methyl-propyl]-(2R,6S)-5,6-dihydro-2H-pyran-2-yl}acetaldehyde
CAS No.:259199-01-4
Molecular Formula:C₁₉H₂₆O₄
Molecular Weight:318.413
Hs Code.:
Mol file:259199-01-4.mol

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

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Chemical Property of {(2R)-6-[3-(4-methoxybenzyloxy)-2-methyl-propyl]-(2R,6S)-5,6-dihydro-2H-pyran-2-yl}acetaldehyde Edit

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

There total 14 articles about {(2R)-6-[3-(4-methoxybenzyloxy)-2-methyl-propyl]-(2R,6S)-5,6-dihydro-2H-pyran-2-yl}acetaldehyde 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: 91.0%

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

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

Guidance literature:: With Dess-Martin periodane;
DOI:10.1002/anie.200500029

Reference yield: 86.0%

: 66031-93-4
tert-butyldimethylsilyl vinyl ether

: 259199-00-3
(2S,6RS)-7-ethoxy-2-[(2R)-3-(4-methoxybenzyloxy)-2-methylpropyl]-3,6-dihydro-2H-pyran

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

Guidance literature:: tert-butyldimethylsilyl vinyl ether; (2S,6RS)-7-ethoxy-2-[(2R)-3-(4-methoxybenzyloxy)-2-methylpropyl]-3,6-dihydro-2H-pyran; With Montmorillonite K-10 clay; In dichloromethane; at 20 ℃; for 0.5h;

With Montmorillonite K₁₀ clay; In dichloromethane; water; at 20 ℃; for 1h;
DOI:10.1021/jo026743f

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 8 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

8.1: 91 percent / Dess-Martin periodinane

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 / 8.1: Dess-Martin oxidation;
DOI:10.1002/anie.200500029