(2S,4aR,6S,7R,8S,8aS)-7,8-bis(benzyloxy)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine

Base Information

Chemical Name:(2S,4aR,6S,7R,8S,8aS)-7,8-bis(benzyloxy)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine
CAS No.:131613-82-6
Molecular Formula:C₂₉H₃₂O₇
Molecular Weight:492.569
Hs Code.:

Synonyms:(2S,4aR,6S,7R,8S,8aS)-7,8-bis(benzyloxy)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine

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Chemical Property of (2S,4aR,6S,7R,8S,8aS)-7,8-bis(benzyloxy)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine

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Technology Process of (2S,4aR,6S,7R,8S,8aS)-7,8-bis(benzyloxy)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine

There total 2 articles about (2S,4aR,6S,7R,8S,8aS)-7,8-bis(benzyloxy)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine 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:

: 100-39-0
benzyl bromide

: 185754-26-1
(2S,4aR,7R,8R,8aR)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol

: 131613-82-6
(2S,4aR,6S,7R,8S,8aS)-7,8-bis(benzyloxy)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine

Guidance literature:: (2S,4aR,7R,8R,8aR)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol; With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; at 0 ℃; for 0.166667h; Inert atmosphere;

benzyl bromide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 18h; Inert atmosphere;
DOI:10.1021/jacs.9b11351

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 131613-82-6
(2S,4aR,6S,7R,8S,8aS)-7,8-bis(benzyloxy)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 2 steps

1.1: (1S)-10-camphorsulfonic acid / acetonitrile / 2.5 h / 50 °C / 225.02 Torr / Inert atmosphere

2.1: tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere

2.2: 18 h / 0 - 20 °C / Inert atmosphere

With (1S)-10-camphorsulfonic acid; tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jacs.9b11351