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Oligosaccharide c-glycoside derivatives
US11401293B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11401293-B2 |
| Application number | US-201917040346-A |
| Country | US |
| Kind code | B2 |
| Filing date | Mar 22, 2019 |
| Priority date | Mar 23, 2018 |
| Publication date | Aug 2, 2022 |
| Grant date | Aug 2, 2022 |
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Abstract
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The present invention provides a novel process for preparing an oligosaccharide C-glycoside derivative of formula I, comprising reacting a compound of formula II with compound of formula III in the presence of at least one primary or secondary amine and at least one additive [in the formulae, the substituents are as defined herein], and novel oligosaccharide C-glycoside derivatives that can be prepared using the process.
First claim
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The invention claimed is: 1. A process for preparing a compound of formula I-1′ comprising reacting a compound of formula II with a compound of formula III in the presence of at least one primary or secondary amine and at least one additive selected from the group consisting of: (a) pyrrolidine and H 3 BO 3 , (b) pyrrolidine and B(OMe) 3 , and (c) benzylamine and H 3 BO 3 , to give a compound of formula I and reacting the compound of formula I with a reactant, wherein X is C 1-7 alkyl, C 3-7 cycloalkyl, halo-C 1-7 alkyl, C 1-7 alkoxy, halo-C 1-7 alkoxy, C 1-7 alkoxy-C 1-7 alkyl, (C 1-7 alkoxycarbonyl)-C 1-7 alkyl, C 2-7 alkynyl-C 1-7 alkyl, or aryl, which are optionally substituted, R 1 is H, or a sugar residue, R 2 is H, or a sugar residue, R 3 is H, or a sugar residue, and R 4 is H, C 1-7 alkyl, phenyl, benzyl, piperidinyl, p-tosyl, or 1-phthalazinyl, wherein the C 1-7 alkyl, phenyl, benzyl, piperidinyl, p-tosyl, and 1-phthalazinyl are optionally substituted. 2. A process for preparing a compound of formula I-2 comprising reacting a compound of formula II with a compound of formula III in the presence of at least one primary or secondary amine and at least one additive selected from the group consisting of: (a) pyrrolidine and H 3 BO 3 , (b) pyrrolidine and B(OMe) 3 , and (c) benzylamine and H 3 BO 3 , to give a compound of formula I and reacting the compound of formula I with a reactant, wherein X is C 1-7 alkyl, C 3-7 cycloalkyl, halo-C 1-7 alkyl, C 1-7 alkoxy, halo-C 1-7 alkoxy, C 1-7 alkoxy-C 1-7 alkyl, (C 1-7 alkoxycarbonyl)-C 1-7 alkyl, C 2-7 alkynyl-C 1-7 alkyl, or aryl, which are optionally substituted, R 1 is H, or a sugar residue, R 2 is H, or a sugar residue, R 3 is H, or a sugar residue, and Y is optionally substituted aryl.
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- What does patent US11401293B2 cover?
- The present invention provides a novel process for preparing an oligosaccharide C-glycoside derivative of formula I, comprising reacting a compound of formula II with compound of formula III in the presence of at least one primary or secondary amine and at least one additive [in the formulae, the substituents are as defined herein], and novel oligosaccharide C-glycoside derivatives that can be …
- Who is the assignee on this patent?
- Okinawa Inst Science & Tech School Corp
- What technology area does this patent fall under?
- Primary CPC classification C07H1/00. Mapped technology areas include Chemistry & Metallurgy.
- When was this patent published?
- Publication date Tue Aug 02 2022 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).