Regioselective silyl exchange of per-silylated oligosaccharides

US10100074B2 · US · B2

Patent metadata
FieldValue
Publication numberUS-10100074-B2
Application numberUS-201514975537-A
CountryUS
Kind codeB2
Filing dateDec 18, 2015
Priority dateJun 19, 2013
Publication dateOct 16, 2018
Grant dateOct 16, 2018

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  1. Title

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  2. Abstract

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  3. Assignees and inventors

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  4. Key dates

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  5. First independent claim

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  6. CPC / IPC classifications

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  7. Citations and related patents

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Abstract

Official abstract text for this publication.

The present invention provides novel, regioselectively-acylated oligosaccharide compounds and methods for preparing them. In another aspect, the. invention provides a method for preparing a selectively-acylated oligosaccharide. The method includes forming a reaction mixture containing a protected oligosaccharide and an acylating agent. The protected oligosaccharide includes at least three hydroxyl moieties and each hydroxyl moiety is protected with a silyl protecting group. The reaction mixture is formed under conditions sufficient to selectively replace at least one silyl protecting group with a —C(0)-C1_6 alkyl group, and the selectively-acylated oligosaccharide comprises at least one —C(0)-C1_6 alkyl group and at least one silyl protecting group.

First claim

Opening claim text (preview).

What is claimed is: 1. A selectively-acylated oligosaccharide selected from the group consisting of: wherein each TMS is Si(Me) 3 and each Ac is C(O)Me. 2. A method for preparing a selectively-acylated oligosaccharide according to claim 1 , the method comprising forming a reaction mixture comprising a per-O-trimethylsilyl oligosaccharide and an acylating agent, wherein the acylating agent is acetic anhydride, and the reaction mixture is formed under conditions sufficient to selectively replace at least one trimethylsilyl group with a —C(O)Me group, thereby preparing the selectively-acylated oligosaccharide.

Assignees

Inventors

Classifications

  • Compounds containing boron, silicon or a metal, e.g. chelates or vitamin B12 (esters with inorganic acids C07H11/00) · CPC title

  • Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups · CPC title

  • C07H13/04Primary

    having the esterifying carboxyl radicals attached to acyclic carbon atoms · CPC title

  • Oligosaccharides, i.e. having three to five saccharide radicals attached to each other by glycosidic linkages · CPC title

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What does patent US10100074B2 cover?
The present invention provides novel, regioselectively-acylated oligosaccharide compounds and methods for preparing them. In another aspect, the. invention provides a method for preparing a selectively-acylated oligosaccharide. The method includes forming a reaction mixture containing a protected oligosaccharide and an acylating agent. The protected oligosaccharide includes at least three hydro…
Who is the assignee on this patent?
Univ California
What technology area does this patent fall under?
Primary CPC classification C07H13/04. Mapped technology areas include Chemistry & Metallurgy.
When was this patent published?
Publication date Tue Oct 16 2018 00:00:00 GMT+0000 (Coordinated Universal Time) (B2). Legal status and post-grant events are not shown on this page.
What related patents are in patentsdb?
We list 8 related publications on this page (citations in our corpus or others sharing the same primary CPC).