(2S,3S,4aS,7S,8R,8aR)-7-hydroxy-2,3-dimethoxy-8-((pmethoxybenzyl)oxy)-2,3-dimethylhexahydrobenzo[b][1,4]dioxin-5-(4aH)-one

Base Information

Chemical Name:(2S,3S,4aS,7S,8R,8aR)-7-hydroxy-2,3-dimethoxy-8-((pmethoxybenzyl)oxy)-2,3-dimethylhexahydrobenzo[b][1,4]dioxin-5-(4aH)-one
CAS No.:1392067-14-9
Molecular Formula:C₂₀H₂₈O₈
Molecular Weight:396.438
Hs Code.:

Synonyms:(2S,3S,4aS,7S,8R,8aR)-7-hydroxy-2,3-dimethoxy-8-((pmethoxybenzyl)oxy)-2,3-dimethylhexahydrobenzo[b][1,4]dioxin-5-(4aH)-one

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Chemical Property of (2S,3S,4aS,7S,8R,8aR)-7-hydroxy-2,3-dimethoxy-8-((pmethoxybenzyl)oxy)-2,3-dimethylhexahydrobenzo[b][1,4]dioxin-5-(4aH)-one

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Technology Process of (2S,3S,4aS,7S,8R,8aR)-7-hydroxy-2,3-dimethoxy-8-((pmethoxybenzyl)oxy)-2,3-dimethylhexahydrobenzo[b][1,4]dioxin-5-(4aH)-one

There total 5 articles about (2S,3S,4aS,7S,8R,8aR)-7-hydroxy-2,3-dimethoxy-8-((pmethoxybenzyl)oxy)-2,3-dimethylhexahydrobenzo[b][1,4]dioxin-5-(4aH)-one 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: 89.0%

: 1392067-12-7
methyl 6-deoxy-2-O-(p-methoxy)benzyl-3,4-O-(2,3-dimethoxybutane-2,3-diyl)-α-D-lyxo-hex-5-enopyranoside

: 1392067-14-9
(2S,3S,4aS,7S,8R,8aR)-7-hydroxy-2,3-dimethoxy-8-((pmethoxybenzyl)oxy)-2,3-dimethylhexahydrobenzo[b][1,4]dioxin-5-(4aH)-one

Guidance literature:: With palladium dichloride; In 1,4-dioxane; water; at 60 ℃; for 3h; Inert atmosphere;
DOI:10.1021/jo301240j

Reference yield:

: 1252047-54-3
(2'S,3'S)-methyl 6-deoxy-2-O-(4-methoxybenzyl)-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-6-iodo-α-D-mannopyranoside

: 1392067-14-9
(2S,3S,4aS,7S,8R,8aR)-7-hydroxy-2,3-dimethoxy-8-((pmethoxybenzyl)oxy)-2,3-dimethylhexahydrobenzo[b][1,4]dioxin-5-(4aH)-one

Guidance literature:: Multi-step reaction with 2 steps

1: potassium tert-butylate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2: palladium dichloride / 1,4-dioxane; water / 3 h / 60 °C / Inert atmosphere

With potassium tert-butylate; palladium dichloride; In tetrahydrofuran; 1,4-dioxane; water;
DOI:10.1021/jo301240j

Reference yield:

: 197577-12-1
methyl 6-deoxy-3,4-O-(2,3-dimethoxybutane-2,3-diyl)-6-iodo-α-D-mannoside

: 1392067-14-9
(2S,3S,4aS,7S,8R,8aR)-7-hydroxy-2,3-dimethoxy-8-((pmethoxybenzyl)oxy)-2,3-dimethylhexahydrobenzo[b][1,4]dioxin-5-(4aH)-one

Guidance literature:: Multi-step reaction with 3 steps

1: (1S)-(+)-camphorsulfonic acid monohydrate / dichloromethane / 16 h / 20 °C

2: potassium tert-butylate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3: palladium dichloride / 1,4-dioxane; water / 3 h / 60 °C / Inert atmosphere

With (1S)-(+)-camphorsulfonic acid monohydrate; potassium tert-butylate; palladium dichloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;
DOI:10.1021/jo301240j