1487347-86-3

Basic information

• Product Name: 1-tert-butoxycarbonyl-5-hydroxypiperidine-2-carboxylic acid
• CAS NO: 1487347-86-3
• Molecular Weight: 245.276
• Mol File: 1487347-86-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1-tert-butoxycarbonyl-5-hydroxypiperidine-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-tert-butoxycarbonyl-5-hydroxypiperidine-2-carboxylic acid(1487347-86-3)
• EPA Substance Registry System: 1-tert-butoxycarbonyl-5-hydroxypiperidine-2-carboxylic acid(1487347-86-3)

Safety Data

• Hazardous Substances Data: 1487347-86-3(Hazardous Substances Data)

Usage

Chemical class

piperidines

Derivative

5-hydroxypiperidine with a tert-butoxycarbonyl (Boc) group and a carboxylic acid group at the 2-position

Usage

protected form of 5-hydroxypiperidine in organic synthesis

Deprotection

using acid or base catalysis

Applications

production of pharmaceuticals and as a building block in the synthesis of various bioactive compounds

Boc group function

protection of amine functionality for selective manipulation of other functional groups without affecting the amine

Versatility

used in both chemical and pharmaceutical industries

Upstream product

• 1416134-58-1 ethyl (S)-2-((tert-butoxycarbonyl)amino)-6-(dimethyl(oxo)-λ⁶-sulfanylidene)-5-oxohexanoate 
• 144978-35-8 (S)-ethyl N-tert-butoxycarbonylpyroglutamate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 13096-31-6 5-hydroxypiperidine-2-carboxylic acid 
• 15069-92-8 5-hydroxypicolinic acid 
• 50439-45-7 (2S,5R)-5-hydroxy-2-piperidinecarboxylic acid 
• 138565-95-4 methyl (2S,5S)-5-hydroxy-N-methoxycarbonyl-piperidine-2-carboxylate 
• 154307-84-3 (2S,5S)-5-hydroxypiperidine-2-carboxylic acid hydrogen chloride 
• 63088-78-8 (2S,5R)-5-hydroxypiperidine-2-carboxylic acid 

Downstream Products

• 1416134-73-0 (2S,5R)-5-((benzyloxy)amino)piperidine-2-carboxylate methyl ester 
• 915976-32-8 (2S,5S)-1-tert-butyl 2-methyl 5-hydroxypiperidine-1,2-dicarboxylate 

Relevant articles and documents

METHOD FOR PRODUCING AMINO ACID DERIVATIVES

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 PG1 is an amino-protecting group, PG2 is an amino-protecting group, PG3 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 PG2NHOPG3 wherein each symbol is as defined above, in the presence of a base in a solvent.

RAD51 Inhibitors

This application is directed to inhibitors of RAD51 represented by the following structural formula, and methods for their use, such as to treat cancer, autoimmune diseases, immune deficiencies, or neurodegenerative diseases.

Stereodivergent synthesis of 5-aminopipecolic acids and application in the preparation of a cyclic RGD peptidomimetic as a nanomolar αvβ3 integrin ligand

A stereodivergent strategy was devised to obtain enantiopure cis and trans 5-aminopipecolic acids (5-APAs) in suitably protected forms to be employed in peptide synthesis as conformationally constrained α- and δ-amino acids. The cis isomer was used as a δ-amino acid to construct a cyclic RGD-containing peptidomimetic, the ability of which to compete with biotinylated vitronectin for binding with the isolated αVβ3 integrin was measured (IC50 = 4.2 ± 0.9 nM). A complete 1H NMR and computational conformational analysis was performed to elucidate the reasons for the high affinity of this cyclic peptidomimetic in comparison with cilengitide.