sodium (3aS,5S,6S,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carboxylate

Base Information

Chemical Name:sodium (3aS,5S,6S,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carboxylate
CAS No.:1607447-56-2
Molecular Formula:C₁₅H₁₇O₆*Na
Molecular Weight:316.286
Hs Code.:

Synonyms:sodium (3aS,5S,6S,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carboxylate

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Chemical Property of sodium (3aS,5S,6S,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carboxylate

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Technology Process of sodium (3aS,5S,6S,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carboxylate

There total 5 articles about sodium (3aS,5S,6S,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carboxylate 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: 95.0%

: 19139-80-1,34370-91-7,68354-70-1,70798-12-8,59358-33-7
((3aS,5R,6R,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol

: 1607447-56-2
sodium (3aS,5S,6S,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carboxylate

Guidance literature:: With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium perchlorate; sodium hydrogencarbonate; potassium bromide; In acetonitrile; for 0.666667h;
DOI:10.1016/j.carres.2014.01.004

Reference yield:

: 168103-00-2
(((3aS,5R,6R,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methoxy)(tert-butyl)diphenylsilane

: 1607447-56-2
sodium (3aS,5S,6S,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h

2: sodium hydrogencarbonate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide; sodium perchlorate / acetonitrile / 0.67 h

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium perchlorate; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; potassium bromide; In tetrahydrofuran; acetonitrile;
DOI:10.1016/j.carres.2014.01.004

Reference yield:

: 168608-39-7
(3S,4S,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)tetrahydrofuran-2,3,4-triol

: 1607447-56-2
sodium (3aS,5S,6S,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: camphor-10-sulfonic acid / dichloromethane / 4 °C / Inert atmosphere

2: sodium hydride / 3 h / 20 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h

4: sodium hydrogencarbonate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide; sodium perchlorate / acetonitrile / 0.67 h

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; camphor-10-sulfonic acid; sodium perchlorate; tetrabutyl ammonium fluoride; sodium hydride; sodium hydrogencarbonate; potassium bromide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/j.carres.2014.01.004