220498-02-2

Basic information

• Product Name: Fmoc-(R)-3-Amino-3-phenylpropionic acid
• Synonyms: (R)-N-FMOC-3-Amino-3-phenylpropanoic acid, 98% ee;Fmoc-(R)-beta-phenylalanine;FMOC-(R)--phenylalanine;FMoc-D-β-Phe-OH,(R)-3-(FMoc-aMino)-3-phenylpropionic acid;(R)-3-((((9H-Fluoren-9-yl)Methoxy)carbonyl)aMino)-3-phenylpropanoic acid;(R)-N-FMOC-BETA-PHENYL-BETA-ALANINE;(R)-N-FMOC-3-AMINO-3-PHENYLPROPANOIC ACID;(R)-N-FMOC-3-AMINO-PHENYLPROPANOIC ACID
• CAS NO: 220498-02-2
• Molecular Formula: C₂₄H₂₁NO₄
• Molecular Weight: 387.43
• Product Categories: B-Amino;Unusual Amino Acids - Phe;3-Amino-3-phenylpropionic Acid Analogs;3-Amino-3-phenylpropanoic Acid Analogs;API intermediates
• Mol File: 220498-02-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 181.7 °C
• Boiling Point: 513.39°C (rough estimate)
• Flash Point: 326.931 °C
• Appearance: white powder
• Density: 1.2379 (rough estimate)
• Vapor Pressure: 4.43E-16mmHg at 25°C
• Refractive Index: 1.5614 (estimate)
• Storage Temp.: Store at 0-5°C
• PKA: 4.27±0.10(Predicted)
• BRN: 7982022
• CAS DataBase Reference: Fmoc-(R)-3-Amino-3-phenylpropionic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Fmoc-(R)-3-Amino-3-phenylpropionic acid(220498-02-2)
• EPA Substance Registry System: Fmoc-(R)-3-Amino-3-phenylpropionic acid(220498-02-2)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 220498-02-2(Hazardous Substances Data)

Usage

Chemical Properties

white powder

InChI:InChI=1/C24H21NO4/c26-23(27)14-22(16-8-2-1-3-9-16)25-24(28)29-15-21-19-12-6-4-10-17(19)18-11-5-7-13-20(18)21/h1-13,21-22H,14-15H2,(H,25,28)(H,26,27)/p-1/t22-/m0/s1

Upstream product

• 614-19-7 (R)-3-phenyl-3-aminopropionic acid 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 111524-95-9 N-Fmoc-D-phenylglycine 
• 102410-65-1 Fmoc-Phg-OH 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 

Downstream Products

• 1045712-52-4 C₃₅H₄₆N₆O₈ 
• 1045712-54-6 C₃₆H₄₉N₅O₇ 
• 1010820-70-8 C₃₇H₄₈BrN₅O₈ 
• 1010820-78-6 C₃₀H₃₅BrN₄O₇ 

Relevant articles and documents

Backbone modifications in peptidic inhibitors of flaviviral proteases

The NS2B-NS3 protease is a promising target for the development of drugs against dengue virus (DENV), West Nile virus (WNV) and related flaviviruses. We report the systematic variation of the peptide backbone of the two lead compounds Bz-Arg-Lys-D-Phg-NH

Homologation of α-amino acids to β-amino acids: 9-Fluorenylmethyl chloroformate as a carboxyl group activating agent for the synthesis of Nα-protected aminoacyldiazomethanes

An efficient and stereospecific homologation of urethane-protected α-amino acids to β-amino acids by Arndt-Eistert approach using an equimolar mixture of Fmoc-/Boc-/Z-α-amino acid and 9-fluorenylmethyl chloroformate for the acylation of diazomethane synth

Convenient and simple synthesis of N-{[(9H-fluoren-9- yl)methoxy]carbonyl}-(Fmoc) protected β-amino acids (=homo-α-amino acids) employing Fmoc-α-amino acids and dicyclohexylcarbodiimide(DCC) mixtures

A simple approach for the homologation of α-amino acids to β-amino acids by the Arndt-Eistert method employing Fmoc-α-amino acid and N, N1- dicyclohexylcarbodiimide (DCC) mixture for the acylation of diazomethane, synthesizing the key intermediates Fmoc-α-amino acyldiazomethanes as crystalline solids is described.