Method for producing 5-hydroxypiperidine-2-carboxylic acid
US-2016318867-A1 · Nov 3, 2016 · US
Method for producing amino acid derivatives
US11897844B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11897844-B2 |
| Application number | US-201917277456-A |
| Country | US |
| Kind code | B2 |
| Filing date | Sep 24, 2019 |
| Priority date | Sep 21, 2018 |
| Publication date | Feb 13, 2024 |
| Grant date | Feb 13, 2024 |
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- Title
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Abstract
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The present invention aims to provide a method for producing a (2S,5R)-5-(protected oxyamino)-piperidine-2-carboxylic acid derivative at a low cost that can be performed under mild reaction conditions not requiring a facility at an extremely low temperature, is safer, can control the quality of the desired product with ease, and shows good workability in the site of production. A method for producing a compound represented by the formula (2): wherein PG 1 is an amino-protecting group, PG 2 is an amino-protecting group, PG 3 is a hydroxyl-protecting group, LG is a leaving group, and R is a hydrocarbon group having 1-8 carbon atoms and optionally having substituent(s), including a step of reacting a compound represented by the formula (1): wherein each symbol is as defined above, with a hydroxylamine derivative represented by the formula PG 2 NHOPG 3 wherein each symbol is as defined above, in the presence of a base in a solvent.
First claim
Opening claim text (preview).
The invention claimed is: 1. A method for producing a compound represented by the formula (2): wherein PG 1 is an amino-protecting group, PG 2 is an amino-protecting group, PG 3 is a hydroxyl-protecting group, LG is a leaving group, and R is a hydrocarbon group having 1-8 carbon atoms and optionally having substituent(s), wherein the leaving group is a sulfonyloxy group, comprising reacting a compound represented by the formula (1): wherein each symbol is as defined above, with a hydroxylamine derivative represented by the formula PG 2 NHOPG 3 wherein each symbol is as defined above in the presence of a base in a solvent. 2. The production method according to claim 1 , wherein PG 1 is a carbamate type protecting group or an amide type protecting group, and a σ p − value thereof is not more than 1.00. 3. The production method according to claim 1 , wherein the compound represented by the formula (1) and the hydroxylamine derivative represented by the formula:PG 2 NHOPG 3 wherein PG 2 is an amino-protecting group, PG 3 is a hydroxyl-protecting group, and other symbols are each as defined above, are reacted at 10° C. -70° C.
Assignees
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Classifications
- C07D211/60Primary
Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals · CPC title
Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups · CPC title
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- What does patent US11897844B2 cover?
- The present invention aims to provide a method for producing a (2S,5R)-5-(protected oxyamino)-piperidine-2-carboxylic acid derivative at a low cost that can be performed under mild reaction conditions not requiring a facility at an extremely low temperature, is safer, can control the quality of the desired product with ease, and shows good workability in the site of production. A method for pro…
- Who is the assignee on this patent?
- Api Corp
- What technology area does this patent fall under?
- Primary CPC classification C07D211/60. Mapped technology areas include Chemistry & Metallurgy.
- When was this patent published?
- Publication date Tue Feb 13 2024 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 3 related publications on this page (citations in our corpus or others sharing the same primary CPC).