194471-87-9

Basic information

• Product Name: FMOC-3-AMINO-3-(4-CHLOROPHENYL)PROPIONIC ACID
• Synonyms: RARECHEM AK HF T318;N-FMOC-3-AMINO-3-(4-CHLORO-PHENYL)-PROPIONIC ACID;N-FMOC-DL-3-(4-CHLOROPHENYL)-3-AMINO-PROPIONIC ACID;3-(4-CHLOROPHENYL)-3-([(9H-FLUOREN-9-YLMETHOXY)CARBONYL]AMINO)PROPANOIC ACID;FMOC-DL-3-(4-CHLOROPHENYL)-3-AMINO-PROPIONIC ACID;FMOC-3-AMINO-3-(4-CHLOROPHENYL)PROPIONIC ACID;N-FMOC-DL-3-(4-CHLOROPHENYL)-3-AMINO-PROPIONIC AICD;3-((((9H-fluoren-9-yl)Methoxy)carbonyl)aMino)-3-(4-chlorophenyl)propanoic acid
• CAS NO: 194471-87-9
• Molecular Formula: C₂₄H₂₀ClNO₄
• Molecular Weight: 421.87
• Mol File: 194471-87-9.mol
• Article Data: 1

Chemical Properties

• Melting Point: 193-195°
• Boiling Point: 642.2°Cat760mmHg
• Flash Point: 342.2°C
• Appearance: /
• Density: 1.336g/cm³
• Vapor Pressure: 2.27E-17mmHg at 25°C
• Refractive Index: 1.637
• CAS DataBase Reference: FMOC-3-AMINO-3-(4-CHLOROPHENYL)PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-3-AMINO-3-(4-CHLOROPHENYL)PROPIONIC ACID(194471-87-9)
• EPA Substance Registry System: FMOC-3-AMINO-3-(4-CHLOROPHENYL)PROPIONIC ACID(194471-87-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 194471-87-9(Hazardous Substances Data)

Usage

General Description

FMOC-3-AMINO-3-(4-CHLOROPHENYL)PROPIONIC ACID is a chemical compound with the molecular formula C21H17ClNO4. It is a derivative of amino acid, 3-amino-3-(4-chlorophenyl)propionic acid, with a fluorenylmethoxycarbonyl (FMOC) protecting group attached. FMOC-3-AMINO-3-(4-CHLOROPHENYL)PROPIONIC ACID is commonly used in peptide synthesis as a protecting group for the amino group of the amino acid, allowing for selective deprotection and subsequent coupling reactions in the synthesis of peptides. It is also utilized in the study of peptide chemistry and in the development of pharmaceutical drugs.

InChI:InChI=1/C24H20ClNO4/c25-16-11-9-15(10-12-16)22(13-23(27)28)26-24(29)30-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-12,21-22H,13-14H2,(H,26,29)(H,27,28)

Upstream product

• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 19947-39-8 3-amino-3-(4-chlorophenyl)propionic acid 

Relevant articles and documents

Solid-phase synthesis of a nonpeptide RGD mimetic library: New selective αvβ3 integrin antagonists

The solid-phase synthesis of a low molecular weight RGD mimetic library is described. Activities of the compounds in inhibiting the interaction of ligands, vitronectin and fibrinogen, with isolated immobilized integrins αvβ3 and αIIbβ3 were determined in a screening assay. Highly active and selective nonpeptide αvβ3 integrin antagonists with regard to orally bioavailability were developed, based on the aza-glycine containing lead compound 1. An important variation is the substitution of the aspartic amide of 1 by an aromatic residue. Furthermore, different guanidine mimetics have been incorporated to improve the pharmacokinetic profile. Exchange of the β-amino acid NH by a methylene moiety in one set of RGD mimetics leads to the azacarba analogue compounds representing a novel peptidomimetic approach, which should increase the metabolic stability.