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

Base Information

Chemical Name:(2R,4aR,6S,7R,8R,8aS)-2,6-Diphenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol
CAS No.:511274-47-8
Molecular Formula:C₁₉H₂₀O₅
Molecular Weight:328.365
Hs Code.:

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

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

Chemical Property:

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

There total 5 articles about (2R,4aR,6S,7R,8R,8aS)-2,6-Diphenyl-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: 97.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 5627-22-5,6138-10-9,6708-49-2,20181-49-1,29084-16-0,54933-92-5,63598-21-0,95839-12-6,95839-13-7
(2R,3S,4R,5R,6S)-2-(hydroxymethyl)-6-phenyltetrahydro-2H-pyran-3,4,5-triol

: 511274-47-8
(2R,4aR,6S,7R,8R,8aS)-2,6-Diphenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Guidance literature:: With camphor-10-sulfonic acid; In acetonitrile; at 20 ℃; for 22h;
DOI:10.1016/j.bmcl.2005.12.048

Reference yield:

: 13231-13-5
(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)benzene

: 511274-47-8
(2R,4aR,6S,7R,8R,8aS)-2,6-Diphenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / K₂CO₃ / tetrahydrofuran; methanol / 21 h / 20 °C

2: 97 percent / CSA / acetonitrile / 22 h / 20 °C

With camphor-10-sulfonic acid; potassium carbonate; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1016/j.bmcl.2005.12.048

Reference yield:

: 604-69-3
β-D-glucose pentaacetate

: 511274-47-8
(2R,4aR,6S,7R,8R,8aS)-2,6-Diphenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Guidance literature:: Multi-step reaction with 4 steps

1.1: HBr; acetic acid / 0.5 h / 20 °C

2.1: diethyl ether / 72 h / 0 - 20 °C

2.2: pyridine; Ac₂O / 63 h / 20 °C

3.1: 90 percent / K₂CO₃ / tetrahydrofuran; methanol / 21 h / 20 °C

4.1: 97 percent / CSA / acetonitrile / 22 h / 20 °C

With camphor-10-sulfonic acid; hydrogen bromide; potassium carbonate; acetic acid; In tetrahydrofuran; methanol; diethyl ether; acetonitrile;
DOI:10.1016/j.bmcl.2005.12.048