216502-94-2

Basic information

• Product Name: 1-BENZYLOXYCARBONYLPIPERIDINE-3-CARBONYL CHLORIDE
• Synonyms: benzyl 3-(carbonochloridoyl)piperidine-1-carboxylate;3-(Chlorocarbonyl)piperidine,N-CBZprotected97%;BUTTPARK 43\57-10;BENZYL 3-(CHLOROCARBONYL)PIPERIDINE-1-CARBOXYLATE;BENZYL 3-(CHLOROCARBONYL)TETRAHYDRO-1(2H)-PYRIDINECARBOXYLATE;1-BENZYLOXYCARBONYLPIPERIDINE-3-CARBONYL CHLORIDE;Benzyl 3-(chlorocarbonyl)piperidine-1-carboxylate 97%;Benzyl3-(chlorocarbonyl)piperidine-1-carboxylate97%
• CAS NO: 216502-94-2
• Molecular Formula: C₁₄H₁₆ClNO₃
• Molecular Weight: 281.73
• Mol File: 216502-94-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 396.571 °C at 760 mmHg
• Flash Point: 193.64 °C
• Appearance: /
• Density: 1.269 g/cm³
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-BENZYLOXYCARBONYLPIPERIDINE-3-CARBONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZYLOXYCARBONYLPIPERIDINE-3-CARBONYL CHLORIDE(216502-94-2)
• EPA Substance Registry System: 1-BENZYLOXYCARBONYLPIPERIDINE-3-CARBONYL CHLORIDE(216502-94-2)

Safety Data

• Hazard Codes: C
• Statements: R34:Causes burns.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl
• Hazardous Substances Data: 216502-94-2(Hazardous Substances Data)

Usage

General Description

1-Benzyloxycarbonylpiperidine-3-carbonyl chloride is a chemical compound with the molecular formula C19H20ClNO4. It is a derivative of piperidine, containing a piperidine ring with a benzyloxycarbonyl group and a carbonyl chloride group attached to it. 1-Benzyloxycarbonylpiperidine-3-carbonyl chloride is commonly used in organic synthesis as a protecting group for amines, and also as a reagent for the preparation of other chemical compounds. It is a white solid with a high melting point and is often handled and stored under inert gas to prevent degradation. Due to its reactivity, it should be handled with caution and proper safety precautions.

InChI:InChI=1/C14H16NO3/c16-10-13-7-4-8-15(9-13)14(17)18-11-12-5-2-1-3-6-12/h1-3,5-6,13H,4,7-9,11H2

Upstream product

• 78190-11-1 1-benzyloxycarbonylpiperidine-3-carboxylic acid 
• 501-53-1 benzyl chloroformate 
• 498-95-3 nipecotic acid 

Downstream Products

• 216502-71-5 3-{5-[(S)-2-tert-Butoxycarbonyl-2-(2,2,2-trifluoro-acetylamino)-ethyl]-2-methoxy-phenylcarbamoyl}-piperidine-1-carboxylic acid benzyl ester 
• 107829-94-7 3-hydroxymethyl-3-n-propyl oxetane 
• 1142005-61-5 6-(2-methoxy-phenyl)-2-methyl-pyrimidin-4-ylamine 
• 1142005-63-7 3-[6-(2-methoxy-phenyl)-2-methyl-pyrimidin-4-ylcarbamoyl]-piperidine-1-carboxylic acid benzyl ester 
• 1142005-46-6 3-[6-(2-methoxy-phenyl)-pyrimidin-4-ylcarbamoyl]-piperidine-1-carboxylic acid benzyl ester 
• 1175529-88-0 benzyl-3-(2-hydroxy-3-(methoxycarbonyl)phenylcarbamoyl)piperidine-1-carboxylate 

Relevant articles and documents

Synergistic Visible-Light Photoredox/Nickel-Catalyzed Synthesis of Aliphatic Ketones via N-C Cleavage of Imides

An electrophilic, imide-based, visible-light-promoted photoredox/Ni-catalyzed cross-coupling reaction for the synthesis of aliphatic ketones has been developed. This protocol proceeds through N-C(O) bond activation, made possible through the lower activation energy for metal insertion into this bond due to delocalization of the lone pair of electrons on the nitrogen by electron-withdrawing groups. The operationally simple and mild cross-coupling reaction is performed at ambient temperature and exhibits tolerance for a variety of functional groups.

CCR5 antagonists as anti-HIV-1 agents. Part 3: Synthesis and biological evaluation of piperidine-4-carboxamide derivatives

Replacement of the 5-oxopyrrolidin-3-yl fragment in the previously reported lead structure with a 1-acetylpiperidin-4-yl group led to the discovery of a novel series of potent CCR5 antagonists. Introduction of small hydrophobic substituents on the central phenyl ring increased the binding affinity, providing low to sub-nanomolar CCR5 antagonists. The selected compound 11f showed excellent antiviral activity against CCR5-using HIV-1 replication in human peripheral blood mononuclear cells (EC50 = 0.59 nM) and an acceptable pharmacokinetic profile in dogs.

Synthesis and evaluation of RGD peptidomimetics aimed at surface bioderivatization of polymer substrates

Several RGD peptidomimetics have been prepared, in a convergent way, from the common ortho-amino-tyrosine template (O-substituted with an anchorage-arm or a methyl group, and αN-substituted with a fluorine tag for XPS analysis), and various ω-aminoacid derivatives. The most flexible compounds have shown a biological activity similar to that of the peptide reference (RGDS) in the platelet aggregation test. The compound 16a could be fitted (by modelisation) with DMP 728 and c(RGDfV), two cyclic peptides that are good ligands of integrins. The compound 16b has been covalently fixed on the surface of a poly(ethylene terephthalate) membrane used as support for mammalian cell cultivation. Copyright (C) 1998 Elsevier Science Ltd.