(2R,4aR,6S,7R,8aS)-6-Allyl-7-((2R,3S,4aR,8aS)-2-isopropenyl-octahydro-pyrano[3,2-b]pyran-3-yloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Base Information

Chemical Name:(2R,4aR,6S,7R,8aS)-6-Allyl-7-((2R,3S,4aR,8aS)-2-isopropenyl-octahydro-pyrano[3,2-b]pyran-3-yloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine
CAS No.:874211-80-0
Molecular Formula:C₂₉H₄₀O₆
Molecular Weight:484.633
Hs Code.:

(2R,4aR,6S,7R,8aS)-6-Allyl-7-((2R,3S,4aR,8aS)-2-isopropenyl-octahydro-pyrano[3,2-b]pyran-3-yloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Synonyms:(2R,4aR,6S,7R,8aS)-6-Allyl-7-((2R,3S,4aR,8aS)-2-isopropenyl-octahydro-pyrano[3,2-b]pyran-3-yloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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Chemical Property of (2R,4aR,6S,7R,8aS)-6-Allyl-7-((2R,3S,4aR,8aS)-2-isopropenyl-octahydro-pyrano[3,2-b]pyran-3-yloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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Technology Process of (2R,4aR,6S,7R,8aS)-6-Allyl-7-((2R,3S,4aR,8aS)-2-isopropenyl-octahydro-pyrano[3,2-b]pyran-3-yloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

There total 4 articles about (2R,4aR,6S,7R,8aS)-6-Allyl-7-((2R,3S,4aR,8aS)-2-isopropenyl-octahydro-pyrano[3,2-b]pyran-3-yloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 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:

: 874211-78-6
tert-Butyl-{2-[(2R,4aR,6S,7R,8aS)-4a,6-dimethyl-2-phenyl-7-((2R,3S,4aR,8aS)-2-vinyl-octahydro-pyrano[3,2-b]pyran-3-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-ethoxy}-diphenyl-silane

: 874211-80-0
(2R,4aR,6S,7R,8aS)-6-Allyl-7-((2R,3S,4aR,8aS)-2-isopropenyl-octahydro-pyrano[3,2-b]pyran-3-yloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / O₂ / PdCl₂; CuCl / dimethylformamide; H₂O / 30 °C

2: TBAF / tetrahydrofuran / 20 °C

3: SO₃*py; DMSO; Et₃N / CH₂Cl₂ / 20 °C

4: NaHMDS / tetrahydrofuran / 0 °C

With pyridine-SO₃ complex; tetrabutyl ammonium fluoride; oxygen; sodium hexamethyldisilazane; dimethyl sulfoxide; triethylamine; copper(l) chloride; palladium dichloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 1: Wacker oxidation / 4: Wittig olefination;
DOI:10.1016/j.tetlet.2005.10.136

Reference yield:

: [(2R,4aR,6S,7R,8aS)-7-((2S,3S,4aR,8aS)-2-Acetyl-octahydro-pyrano[3,2-b]pyran-3-yloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-acetaldehyde

: 1779-49-3
Methyltriphenylphosphonium bromide

: 874211-80-0
(2R,4aR,6S,7R,8aS)-6-Allyl-7-((2R,3S,4aR,8aS)-2-isopropenyl-octahydro-pyrano[3,2-b]pyran-3-yloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃;
DOI:10.1016/j.tetlet.2005.10.136

Reference yield:

: 1-{(2S,3S,4aR,8aS)-3-[(2R,4aR,6S,7R,8aS)-6-(2-Hydroxy-ethyl)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-octahydro-pyrano[3,2-b]pyran-2-yl}-ethanone

: 874211-80-0
(2R,4aR,6S,7R,8aS)-6-Allyl-7-((2R,3S,4aR,8aS)-2-isopropenyl-octahydro-pyrano[3,2-b]pyran-3-yloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 2 steps

1: SO₃*py; DMSO; Et₃N / CH₂Cl₂ / 20 °C

2: NaHMDS / tetrahydrofuran / 0 °C

With pyridine-SO₃ complex; sodium hexamethyldisilazane; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 2: Wittig olefination;
DOI:10.1016/j.tetlet.2005.10.136