(2R,4aR,7R,8R,8aS)-6-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol

Base Information

Chemical Name:(2R,4aR,7R,8R,8aS)-6-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol
CAS No.:1235999-57-1
Molecular Formula:C₂₀H₂₂O₆
Molecular Weight:358.391
Hs Code.:

Synonyms:(2R,4aR,7R,8R,8aS)-6-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol

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Chemical Property of (2R,4aR,7R,8R,8aS)-6-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol

Chemical Property:

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Technology Process of (2R,4aR,7R,8R,8aS)-6-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol

There total 1 articles about (2R,4aR,7R,8R,8aS)-6-(benzyloxy)-2-phenylhexahydropyrano[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: 87.0%

: 34246-23-6
benzyl D-glucopyranoside

: 1125-88-8
benzaldehyde dimethyl acetal

: 1235999-57-1
(2R,4aR,7R,8R,8aS)-6-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 50 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.carres.2014.02.021

Reference yield:

: 358-23-6
trifluoromethylsulfonic anhydride

: 1235999-57-1
(2R,4aR,7R,8R,8aS)-6-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol

: C₂₁H₂₁F₃O₈S

Guidance literature:: With pyridine; In dichloromethane; at -30 ℃; for 2.5h;
DOI:10.1016/j.carres.2010.04.003

Reference yield:

: 1235999-57-1
(2R,4aR,7R,8R,8aS)-6-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol

: 1362022-48-7
C₂₇H₂₇N₃O₅

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / dichloromethane / 3 h / -20 - 0 °C

2.1: tetrabutylammoniun azide / toluene / 2.5 h / 65 - 100 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

3.2: 0 - 20 °C

With pyridine; tetrabutylammoniun azide; sodium hydride; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1039/c2cc17393j