US 10,287,309 B2 · Disaccharide intermediate and synthesis method thereof

Abstract

The present invention relates to a disaccharide intermediate and a synthesis method thereof, relates to the chemical pharmaceutical field, and more specifically relates to a method for preparing a disaccharide segment of a key intermediate for chemically synthesizing heparin and heparinoid compounds. Disclosed are a new disaccharide intermediate and three methods for synthesizing the disaccharide intermediate, that is, compounds of a formula (4) and glucopyranose protected by different anomeric carbon are made to react in the presence of an active agent, to obtain the disaccharide intermediate. According to the technical solutions of the present invention, synthetic raw materials are easy to obtain, have a mild reaction condition, and are suitable for industrialized production.

Claims7

Dependent claims

A process for preparing a compound of formula (2), comprising a step of glycosylation reaction between a compound of formula (3) and a compound of formula (4) in the presence of an active agent:

wherein:
R is an alkanoyl group or an aroyl group, and R in the same formula represents the same groups;
and
the active agent is selected from one or more of boron trifluoride-diethyl ether complex, trimethylsilyl triflate, triethylsilyl triflate, t-butyl dimethylsilyl triflate, and trifluoromethanesulfonic acid.

1 more element

Dependencies are inferred from the claim text.

Facts

Application

15/036,390Filed 28 Apr 2014

Priority

CN 2013 1 057134014 Nov 2013

Published

US 2016/0264609 A115 Sep 2016

Granted

14 May 2019

Term ends

Not estimatedThe source records don’t support an estimate.

Classification7 codes

C07H 11/00
Compounds containing saccharide radicals esterified by inorganic acids
C07H 1/00
Processes for the preparation of sugar derivatives
C07H 3/10
Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms: anhydrosugars, e.g. epoxides
C07H 13/04
By carboxylic acids: having the esterifying carboxyl radicals attached to acyclic carbon atoms

Disaccharide intermediate and synthesis method thereof

Life of this patent

Disaccharide intermediate and synthesis method thereof

Life of this patent

Abstract

Claims7