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US 12,391,719 B2Granted
Methods for producing stereoisomerically enriched carbohydrate-based surfactants
AssigneeArizona Board of Regents on Behalf of the University of Arizona
InventorsJeanne E. Pemberton, Tyler Roberts
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Abstract
The present disclosure discusses methods for producing stereoisomerically enriched carbohydrate-based surfactants. In particular, methods of the invention include producing stereoisomerically enriched hydrophobic portion of the carbohydrate-based surfactants.
Claims9
A stereoselective method for producing a protected carbohydrate-based surfactant of the formula:
- said method comprising:
- contacting an enantiomerically enriched alcohol compound of the formula:
- with a protected carbohydrate under conditions sufficient to form a covalent bond between said carbohydrate and said compound of Formula A to produce said protected carbohydrate-based surfactant of Formula I, wherein
- a carbohydrate of said protected carbohydrate is selected from the group consisting of a monosaccharide, a disaccharide, and a trisaccharide;
- Y1 is selected from the group consisting of hydrogen, ethylenyl, ethynyl, halide, —SH, —NH2, and —CO2Rs;
- Rz1 is hydrogen, alkyl, benzyl, or a carboxylic acid protecting group;
- Rs is hydrogen or alkyl;
- x1 is an integer from 5 to 30;
- and
- is a chiral center.
7 more elements
Dependencies are inferred from the claim text.