(3R,3aS,6R,6aR)-6-(benzyloxy)-3-[(4-methylphenyl)sulfonyloxy]hexahydrofuro[3,2-b]furan

Base Information

Chemical Name:(3R,3aS,6R,6aR)-6-(benzyloxy)-3-[(4-methylphenyl)sulfonyloxy]hexahydrofuro[3,2-b]furan
CAS No.:853016-69-0
Molecular Formula:C₂₀H₂₂O₆S
Molecular Weight:390.457
Hs Code.:

Synonyms:(3R,3aS,6R,6aR)-6-(benzyloxy)-3-[(4-methylphenyl)sulfonyloxy]hexahydrofuro[3,2-b]furan

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Chemical Property of (3R,3aS,6R,6aR)-6-(benzyloxy)-3-[(4-methylphenyl)sulfonyloxy]hexahydrofuro[3,2-b]furan

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Technology Process of (3R,3aS,6R,6aR)-6-(benzyloxy)-3-[(4-methylphenyl)sulfonyloxy]hexahydrofuro[3,2-b]furan

There total 5 articles about (3R,3aS,6R,6aR)-6-(benzyloxy)-3-[(4-methylphenyl)sulfonyloxy]hexahydrofuro[3,2-b]furan 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%

: 100-39-0
benzyl bromide

: 72631-59-5
(3R,3aS,6R,6aR)-6-hydroxy-3-(4-methoxyphenyl)sulfonyloxyperhydrofuro[3,2-b]furan

: 853016-69-0
(3R,3aS,6R,6aR)-6-(benzyloxy)-3-[(4-methylphenyl)sulfonyloxy]hexahydrofuro[3,2-b]furan

Guidance literature:: With potassium hydroxide; tetrabutylammomium bromide; In dichloromethane; water; at 20 ℃; for 5h;
DOI:10.1016/j.tet.2005.02.010

Reference yield: 75.0%

: 100-44-7
benzyl chloride

: 72631-59-5
(3R,3aS,6R,6aR)-6-hydroxy-3-(4-methoxyphenyl)sulfonyloxyperhydrofuro[3,2-b]furan

: 853016-69-0
(3R,3aS,6R,6aR)-6-(benzyloxy)-3-[(4-methylphenyl)sulfonyloxy]hexahydrofuro[3,2-b]furan

Guidance literature:: With tetrabutylammomium bromide; potassium hydroxide; In dichloromethane; at 20 ℃;
DOI:10.2174/157017812800233787

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 853016-69-0
(3R,3aS,6R,6aR)-6-(benzyloxy)-3-[(4-methylphenyl)sulfonyloxy]hexahydrofuro[3,2-b]furan

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / pyridine / CH₂Cl₂ / 10 h / 20 °C

2: 89 percent / KOH; tetrabutylammonium bromide / H₂O; CH₂Cl₂ / 5 h / 20 °C

With pyridine; potassium hydroxide; tetrabutylammomium bromide; In dichloromethane; water;
DOI:10.1016/j.tet.2005.02.010