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

Base Information

Chemical Name:(2R,4aR,6R,7S,8R,8aR)-8-Allyloxy-6-(4-methoxy-phenoxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol
CAS No.:319922-20-8
Molecular Formula:C₂₃H₂₆O₇
Molecular Weight:414.455
Hs Code.:

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

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

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

There total 5 articles about (2R,4aR,6R,7S,8R,8aR)-8-Allyloxy-6-(4-methoxy-phenoxy)-2-phenyl-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: 87.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 319922-17-3
p-methoxyphenyl 3-O-allyl-α-D-mannopyranoside

: 319922-20-8
(2R,4aR,6R,7S,8R,8aR)-8-Allyloxy-6-(4-methoxy-phenoxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)01497-0

Reference yield:

: 17042-40-9
4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-1-α-D-mannopyranoside

: 319922-20-8
(2R,4aR,6R,7S,8R,8aR)-8-Allyloxy-6-(4-methoxy-phenoxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / NaOMe / methanol

2.1: Bu₂SnO / methanol

2.2: 52 percent / tetrabutylammonium bromide

3.1: 87 percent / p-TsOH / dimethylformamide

With sodium methylate; di(n-butyl)tin oxide; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide; 1.1: Deacetylation / 2.1: stannylation / 2.2: allylation / 3.1: Etherification;
DOI:10.1016/S0040-4039(00)01497-0

Reference yield:

: 28541-75-5,12167-34-9
p-methoxyphenyl α-D-mannopyranoside

: 319922-20-8
(2R,4aR,6R,7S,8R,8aR)-8-Allyloxy-6-(4-methoxy-phenoxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: Bu₂SnO / methanol

1.2: 52 percent / tetrabutylammonium bromide

2.1: 87 percent / p-TsOH / dimethylformamide

With di(n-butyl)tin oxide; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide; 1.1: stannylation / 1.2: allylation / 2.1: Etherification;
DOI:10.1016/S0040-4039(00)01497-0