(4aS,6S,7R,8R,8aR)-6-Allyl-2-(4-methoxy-phenyl)-8-methyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Base Information

Chemical Name:(4aS,6S,7R,8R,8aR)-6-Allyl-2-(4-methoxy-phenyl)-8-methyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol
CAS No.:808109-39-9
Molecular Formula:C₁₈H₂₄O₅
Molecular Weight:320.386
Hs Code.:

Synonyms:(4aS,6S,7R,8R,8aR)-6-Allyl-2-(4-methoxy-phenyl)-8-methyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

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Chemical Property of (4aS,6S,7R,8R,8aR)-6-Allyl-2-(4-methoxy-phenyl)-8-methyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

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Technology Process of (4aS,6S,7R,8R,8aR)-6-Allyl-2-(4-methoxy-phenyl)-8-methyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

There total 7 articles about (4aS,6S,7R,8R,8aR)-6-Allyl-2-(4-methoxy-phenyl)-8-methyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol 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: 75.0%

: 676-58-4
methylmagnesium chloride

: 808109-77-5
(1aS,2S,3aS,7aS,7bS)-2-Allyl-6-(4-methoxy-phenyl)-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalene

: 808109-39-9
(4aS,6S,7R,8R,8aR)-6-Allyl-2-(4-methoxy-phenyl)-8-methyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Guidance literature:: In diethyl ether; Heating;
DOI:10.1016/j.bmcl.2004.08.068

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 808109-39-9
(4aS,6S,7R,8R,8aR)-6-Allyl-2-(4-methoxy-phenyl)-8-methyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / p-TsOH / dimethylformamide / 20 °C

2: 71 percent / pyridine / 20 °C

3: 79 percent / NaOMe / methanol / 20 °C

4: 75 percent / diethyl ether / Heating

With pyridine; sodium methylate; toluene-4-sulfonic acid; In methanol; diethyl ether; N,N-dimethyl-formamide; 4: Grignard reaction;
DOI:10.1016/j.bmcl.2004.08.068

Reference yield:

: 188783-40-6
α/β‐L‐glucopyranosyl‐1,2,3,4,5‐pentaacetate

: 808109-39-9
(4aS,6S,7R,8R,8aR)-6-Allyl-2-(4-methoxy-phenyl)-8-methyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 67 percent / BF₃*Et₂O / acetonitrile / 80 °C

2: 84 percent / NaOMe / methanol / 20 °C

3: 90 percent / p-TsOH / dimethylformamide / 20 °C

4: 71 percent / pyridine / 20 °C

5: 79 percent / NaOMe / methanol / 20 °C

6: 75 percent / diethyl ether / Heating

With pyridine; boron trifluoride diethyl etherate; sodium methylate; toluene-4-sulfonic acid; In methanol; diethyl ether; N,N-dimethyl-formamide; acetonitrile; 6: Grignard reaction;
DOI:10.1016/j.bmcl.2004.08.068