Isosorbide-2-Acetate

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Company Name: Connect Chemicals GmbH  
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Isosorbide-2-Acetate manufacturers

Isosorbide-2-Acetate Basic information
Product Name:Isosorbide-2-Acetate
Synonyms:1,4:3,6-dianhydro-D-glucitol 2-acetate;(6-Hydroxy-2,3,3a,5,6,6a-hexahydrofuro[2,3-d]furan-3-yl) acetate;Acetic acid (3S,3aR,6R,6aR)-6-hydroxyhexahydrofuro[3,2-b]furan-3-yl ester;(6-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl) acetate;(6-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl) ethanoate;acetic acid (6-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl) ester;2-Acetyl-isosorbide;1,4:3,6-Dianhydro-2-O-acetyl-D-glucitol
CAS:13042-39-2
MF:C8H12O5
MW:188.18
EINECS:235-917-7
Product Categories:
Mol File:13042-39-2.mol
Isosorbide-2-Acetate Structure
Isosorbide-2-Acetate Chemical Properties
Melting point 78 °C
Boiling point 323.0±42.0 °C(Predicted)
density 1.34±0.1 g/cm3(Predicted)
pka13.35±0.40(Predicted)
Safety Information
MSDS Information
Isosorbide-2-Acetate Usage And Synthesis
Chemical PropertiesIsosorbide-2-acetate is a colourless, crystalline substance with a melting point of 75°-76°C. It has a TLC (diethyl ether) value of Rf=0.28 and a specific rotation of [α]D 20 =+77.1° (c=1.12, ethyl acetate). It is an important intermediate in the synthesis of isosorbide-5-mononitrate, a well-known organic nitrate drug.
Uses1,4:3,6-Dianhydro-2-O-acetyl-D-glucitol is a useful reagent in the practical enzymic synthesis of isosorbide-2-acetate.
PreparationThe synthesis of isosorbide-2-acetate involves dissolving 2.30 g (10 mmol) of isosorbide-2,5-diacetate in 15 ml of acetone and 5 ml of n-heptanol. Then, 200 mg of lipase from Pseudomonas fluorescens (SAM II, Amano Pharmaceuticals) is added, and the mixture is stirred at room temperature for 2 days. After that, the enzyme is removed by filtration, and the resulting solid is washed thoroughly with acetone. The solvent, excess n-heptanol, and heptyl acetate residue are removed by distillation.
The yield is 1.71 g (9.09 mmol) of isosorbide-2-acetate, which is a colourless crystalline substance with a melting point of 75°-76°C. The overall yield is 91%.
US5538891A
Isosorbide-2-Acetate Preparation Products And Raw materials
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