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

Base Information

Chemical Name:(3R,3aS,6R,6aR)-6-(methoxy)-3-[(4-methylphenyl)sulfonyloxy]hexahydrofuro[3,2-b]furan
CAS No.:853016-72-5
Molecular Formula:C₁₄H₁₈O₆S
Molecular Weight:314.359
Hs Code.:

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

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

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

There total 4 articles about (3R,3aS,6R,6aR)-6-(methoxy)-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: 92.0%

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

: 853016-72-5
(3R,3aS,6R,6aR)-6-(methoxy)-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: 42.0%

: 98-59-9
p-toluenesulfonyl chloride

: 641-74-7
1,4:3,6-dianhydro-D-mannitol

: 74-88-4
methyl iodide

: 853016-72-5
(3R,3aS,6R,6aR)-6-(methoxy)-3-[(4-methylphenyl)sulfonyloxy]hexahydrofuro[3,2-b]furan

Guidance literature:: p-toluenesulfonyl chloride; 1,4:3,6-dianhydro-D-mannitol; With pyridine; In dichloromethane; at 0 - 20 ℃; for 10h;

methyl iodide; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 24h; Reflux;
DOI:10.1002/ejoc.201600186

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 853016-72-5
(3R,3aS,6R,6aR)-6-(methoxy)-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: 92 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