959617-87-9

Basic information

• Product Name: (3R,4R)-benzyl 4-aMino-3-hydroxypiperidine-1-carboxylate
• Synonyms: (3R,4R)-benzyl 4-aMino-3-hydroxypiperidine-1-carboxylate;Benzyl (3R,4R)-4-amino-3-hydroxypiperidine-1-carboxylate;(3R,4R)-4-aMino-3-hydroxy-piperidine-1-carboxylic acid benzyl ester
• CAS NO: 959617-87-9
• Molecular Formula: C₁₃H₁₈N₂O₃
• Molecular Weight: 250.29362
• Mol File: 959617-87-9.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Density: 1.249
• CAS DataBase Reference: (3R,4R)-benzyl 4-aMino-3-hydroxypiperidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,4R)-benzyl 4-aMino-3-hydroxypiperidine-1-carboxylate(959617-87-9)
• EPA Substance Registry System: (3R,4R)-benzyl 4-aMino-3-hydroxypiperidine-1-carboxylate(959617-87-9)

Safety Data

• Hazardous Substances Data: 959617-87-9(Hazardous Substances Data)

Usage

General Description

(3R,4R)-benzyl 4-aMino-3-hydroxypiperidine-1-carboxylate is a chemical compound with the molecular formula C16H20N2O3. It is a derivative of piperidine with a benzyl group and a carboxylate ester. (3R,4R)-benzyl 4-aMino-3-hydroxypiperidine-1-carboxylate has potential applications in medicinal chemistry and drug development due to its unique structural properties. Specifically, the presence of an amino group, a hydroxyl group, and a cyclic piperidine ring makes it a valuable building block for synthesizing pharmaceutical compounds. Additionally, the benzyl group provides versatility in functionalization, allowing for the modification of the compound's properties for specific applications. Overall, (3R,4R)-benzyl 4-aMino-3-hydroxypiperidine-1-carboxylate has potential as a valuable intermediate in organic synthesis and drug discovery.

Upstream product

• 167832-25-9 trans(±)benzyl-4-azido-3-hydroxypiperidine-1-carboxylate 

Downstream Products

• 1007596-64-6 benzyl (3R,4R)-4-(benzhydrylideneamino)-3-hydroxy-piperidine-1-carboxylate 
• 1007596-96-4 (3R,4R)-tert-butyl 3-azido-4-[(diphenylmethylene)amino]piperidine-1-carboxylate 
• 1007596-93-1 tert-butyl (3R,4R)-4-[(diphenylmethylene)amino]-3-hydroxypiperidine-1-carboxylate 
• 1007596-95-3 (3R,4R)-tert-butyl 4-amino-3-hydroxypiperidine-1-carboxylate 
• 1007596-66-8 benzyl (3S,4R)-4-amino-3-azidopiperidine-1-carboxylate 
• 1007596-67-9 benzyl (3S,4R)-3-azido-4-[(3,4-dichloro-5-methyl-1H-pyrrole-2-carbonyl)amino]piperidine-1-carboxylate 
• 1007596-65-7 benzyl (3S,4R)-3-azido-4-(benzhydrylideneamino)piperidine-1-carboxylate 

Relevant articles and documents

Optimization of pyrrolamide topoisomerase II inhibitors toward identification of an antibacterial clinical candidate (AZD5099)

AZD5099 (compound 63) is an antibacterial agent that entered phase 1 clinical trials targeting infections caused by Gram-positive and fastidious Gram-negative bacteria. It was derived from previously reported pyrrolamide antibacterials and a fragment-based approach targeting the ATP binding site of bacterial type II topoisomerases. The program described herein varied a 3-piperidine substituent and incorporated 4-thiazole substituents that form a seven-membered ring intramolecular hydrogen bond with a 5-position carboxylic acid. Improved antibacterial activity and lower in vivo clearances were achieved. The lower clearances were attributed, in part, to reduced recognition by the multidrug resistant transporter Mrp2. Compound 63 showed notable efficacy in a mouse neutropenic Staphylococcus aureus infection model. Resistance frequency versus the drug was low, and reports of clinical resistance due to alteration of the target are few. Hence, 63 could offer a novel treatment for serious issues of resistance to currently used antibacterials.