(2S,4aR,6R,7R,8R,8aR)-6-Allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Base Information

Chemical Name:(2S,4aR,6R,7R,8R,8aR)-6-Allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol
CAS No.:592532-98-4
Molecular Formula:C₁₆H₂₀O₅
Molecular Weight:292.332
Hs Code.:

Synonyms:(2S,4aR,6R,7R,8R,8aR)-6-Allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,4aR,6R,7R,8R,8aR)-6-Allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

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Technology Process of (2S,4aR,6R,7R,8R,8aR)-6-Allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

There total 2 articles about (2S,4aR,6R,7R,8R,8aR)-6-Allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 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:

: 1125-88-8
benzaldehyde dimethyl acetal

: 133697-14-0
2,6-anhydro-7,8,9-trideoxy-D-glycero-L-galacto-non-8-enitol

: 592532-98-4
(2S,4aR,6R,7R,8R,8aR)-6-Allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Guidance literature:: With toluene-4-sulfonic acid; In acetonitrile; at 20 ℃;
DOI:10.1016/S0040-4039(03)01039-6

Reference yield:

: 53263-18-6,82659-53-8,98920-46-8,98920-48-0,98920-49-1,103773-87-1,98920-44-6
allyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranoside

: 592532-98-4
(2S,4aR,6R,7R,8R,8aR)-6-Allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Guidance literature:: Multi-step reaction with 2 steps

1: NaOMe / 2 h / 20 °C

2: TsOH / acetonitrile / 20 °C

With sodium methylate; toluene-4-sulfonic acid; In acetonitrile;
DOI:10.1016/S0040-4039(03)01039-6

Reference yield: 89.0%

: 939-26-4
2-bromomethylnaphthyl bromide

: 592532-98-4
(2S,4aR,6R,7R,8R,8aR)-6-Allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: allyl 4,6-O-benzylidene-2,3-di-O-(2-methylnaphthyl)-α-D-C-galactopyranoside

Guidance literature:: (2S,4aR,6R,7R,8R,8aR)-6-Allyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 0.333333h; Cooling with ice;

2-bromomethylnaphthyl bromide; In N,N-dimethyl-formamide; mineral oil; at 18 ℃; for 8h; Inert atmosphere;
DOI:10.1021/jacs.1c05048