US 9,499,638 B2Granted

Polysaccharide derivative and separating agent for optical isomer containing the same

AssigneeDaicel Corporation

InventorsYoshio Okamoto, Chiyo Yamamoto, Shunsuke Kondo, Masami Kamigaito

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Abstract

The present invention provides: a polysaccharide derivative containing a structure wherein hydrogen atoms in a hydroxyl group at the 2-position and the 3-position of a structure unit of polysaccharide are substituted with different substituents respectively represented by a specific general formula and a separating agent for optical isomers which contains such a polysaccharide derivative. The present invention can provide a novel polysaccharide derivative which has excellent optical isomer separating ability, making it suitable as a separating agent for optical isomers, and can provide a separating agent for optical isomers which contains the polysaccharide derivative.

Claims7

Dependent claims

A method of producing a polysaccharide derivative, comprising the steps of (a) or (b):

(a) modifying a hydroxyl group or amino group at a 2-position of structural units of a polysaccharide with a first substituent represented by a benzoyl group;
and
modifying a hydroxyl group or amino group at a 3-position of the structural units with a second substituent represented by the following general formula (II):
—CO—NH—R (II),
or
(b) modifying a hydroxyl group or amino group at a 2-position of structural units of a polysaccharide with a first substituent represented by a 4-chlorophenylcarbamoyl group;
and
modifying a hydroxyl group or amino group at a 3-position of the structural units with a second substituent represented by any one of the following general formulae (I) to (III) and different from the first substituent:
—CO—R (I)
—CO—NH—R (II)
—R (III)
wherein R represents an aliphatic or aromatic hydrocarbon group which may contain a heteroatom, and the group may further have a substituent.

9 more elements

A method of producing a polysaccharide derivative, comprising:

a 2-position protecting step of protecting a hydroxyl group or amino group at a 2-position of structural units of a polysaccharide with a protective group;
a 3-position modifying step of modifying a hydroxyl group or amino group at a 3-position of the structural units, the 2-position of which has been protected, with a second substituent represented by the following general formula (II) different from the first substituent;
a 2-position deprotecting step of removing the protective group at the 2-position in the structural units, the 3-position of which has been modified;
and
a 2-position modifying step of modifying the hydroxyl group or amino group at the 2-position from which the protective group has been removed with a first substituent represented by 4-chlorophenylcarbamoyl group:
—CO—NH—R (II)
wherein R represents an aliphatic or aromatic hydrocarbon group which may contain a heteroatom, and the group may further have a substituent.

4 more elements

Dependencies are inferred from the claim text.

Facts

Application: 14/067,419Filed 30 Oct 2013 · division
Priority: JP 2006-2394444 Sep 2006
Published: US 2014/0128597 A18 May 2014
Granted: 22 Nov 2016
Term ends: Not estimatedThe source records don’t support an estimate.

Classification15 codes

C08B 33/02
Preparation of derivatives of amylose: esters
B01J 20/262
Synthetic macromolecular compounds: obtained otherwise than by reactions only involving carbon to carbon unsaturated bonds, e.g. obtained by…
B01J 20/265
Synthetic macromolecular compounds: modified or post-treated polymers
B01J 20/285
Porous sorbents: based on polymers

Family

PCT/JP2007/067175Parent of this division · filed 4 Sep 2007
US 2014/0128597 A1Pre-grant publication · published 8 May 2014
Application12/310,706Parent of this division
US 2009/0264639 A1Published application
US 9,499,638 B2This patent

From the US filing history. Foreign family members aren’t listed.