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

Base Information

Chemical Name:(2R,4aR,6S,7R,8R,8aS)-6-Benzyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol
CAS No.:511274-48-9
Molecular Formula:C₂₀H₂₂O₅
Molecular Weight:342.392
Hs Code.:

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

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

There total 7 articles about (2R,4aR,6S,7R,8R,8aS)-6-Benzyl-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: 71.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 136034-23-6
β-D-Glucopyranosylphenylmethane

: 511274-48-9
(2R,4aR,6S,7R,8R,8aS)-6-Benzyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Guidance literature:: With (1S)-10-camphorsulfonic acid; In N,N-dimethyl-formamide; at 110 ℃; for 6h;
DOI:10.1021/jo051021k

Reference yield:

: 155590-31-1
(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)phenylmethane

: 511274-48-9
(2R,4aR,6S,7R,8R,8aS)-6-Benzyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / H₂ / Pd/C / ethanol / 5 h / 20 °C / 2280 - 3040 Torr

2: 70 percent / camphorsulfonic acid / dimethylformamide / 2 h / 20 °C

With camphor-10-sulfonic acid; hydrogen; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.12.048

Reference yield:

: 4196-35-4
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl bromide

: 511274-48-9
(2R,4aR,6S,7R,8R,8aS)-6-Benzyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Guidance literature:: Multi-step reaction with 3 steps

1: 48 percent / diethyl ether / 19 h

2: 99 percent / H₂ / Pd/C / ethanol / 2 h / 20 °C / 3040 Torr

3: 71 percent / 10-camphorsulfonic acid / dimethylformamide / 6 h / 110 °C

With (1S)-10-camphorsulfonic acid; hydrogen; palladium on activated charcoal; In diethyl ether; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo051021k