(2R,3S,6S)-[6-methoxy-3-(4'-methoxybenzyloxy)-6-methyl-4-methylenetetrahydropyran-2-yl]methyl pivalate

Base Information

Chemical Name:(2R,3S,6S)-[6-methoxy-3-(4'-methoxybenzyloxy)-6-methyl-4-methylenetetrahydropyran-2-yl]methyl pivalate
CAS No.:391611-32-8
Molecular Formula:C₂₂H₃₂O₆
Molecular Weight:392.492
Hs Code.:

Synonyms:(2R,3S,6S)-[6-methoxy-3-(4'-methoxybenzyloxy)-6-methyl-4-methylenetetrahydropyran-2-yl]methyl pivalate

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Chemical Property of (2R,3S,6S)-[6-methoxy-3-(4'-methoxybenzyloxy)-6-methyl-4-methylenetetrahydropyran-2-yl]methyl pivalate

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Technology Process of (2R,3S,6S)-[6-methoxy-3-(4'-methoxybenzyloxy)-6-methyl-4-methylenetetrahydropyran-2-yl]methyl pivalate

There total 12 articles about (2R,3S,6S)-[6-methoxy-3-(4'-methoxybenzyloxy)-6-methyl-4-methylenetetrahydropyran-2-yl]methyl pivalate 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: 95.0%

: 3282-30-2
pivaloyl chloride

: 391611-43-1
(2R,3S,6S)-[6-methoxy-3-(4'-methoxybenzyloxy)-6-methyl-4-methylenetetrahydropyran-2-yl]methanol

: 391611-32-8
(2R,3S,6S)-[6-methoxy-3-(4'-methoxybenzyloxy)-6-methyl-4-methylenetetrahydropyran-2-yl]methyl pivalate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1016/j.tet.2005.11.031

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 391611-32-8
(2R,3S,6S)-[6-methoxy-3-(4'-methoxybenzyloxy)-6-methyl-4-methylenetetrahydropyran-2-yl]methyl pivalate

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / p-toluenesulfonic acid / dimethylformamide / 0.67 h / 60 °C

2: 95 percent / pyridine; Dess-Martin periodinane / CH₂Cl₂ / 18 h / 20 °C

3: 94 percent / pyridine / tetrahydrofuran; toluene / 0.33 h / -20 °C

4: 91 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 3 h / -15 °C

5: 95 percent / triethylamine; DMAP / CH₂Cl₂ / 12 h / 20 °C

With pyridine; dmap; diisobutylaluminium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2005.11.031

Reference yield:

: 391611-31-7
(1S,3R,6R,9S)-8-methoxy-3-(4'-methoxyphenyl)-8-methyl-10-methylene-2,4,7-trioxabicyclo[4.4.0]decane

: 391611-32-8
(2R,3S,6S)-[6-methoxy-3-(4'-methoxybenzyloxy)-6-methyl-4-methylenetetrahydropyran-2-yl]methyl pivalate

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 3 h / -15 °C

2: 95 percent / triethylamine; DMAP / CH₂Cl₂ / 12 h / 20 °C

With dmap; diisobutylaluminium hydride; triethylamine; In hexane; dichloromethane;
DOI:10.1016/j.tet.2005.11.031