59366-89-1

Basic information

• Product Name: N-FORMYL-D-PHENYLALANINE
• Synonyms: N-FORMYL-D-PHENYLALANINE;FOR-D-PHE-OH;Formylphenylalanine;(R)-2-(Formylamino)-3-phenylpropionic acid;(R)-α-(Formylamino)benzenepropanoic acid;(R)-α-(Formylamino)benzenepropionic acid;(R)-2-ForMaMido-3-phenylpropanoic acid;N-Formyl-D-phenylalanine
• CAS NO: 59366-89-1
• Molecular Formula: C₁₀H₁₁NO₃
• Molecular Weight: 193.2
• Mol File: 59366-89-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 163.0 to 168.0 °C
• Boiling Point: 449.7oC at 760 mmHg
• Flash Point: 225.8oC
• Appearance: /
• Density: 1.235g/cm3
• Vapor Pressure: 7.11E-09mmHg at 25°C
• Refractive Index: 1.557
• Storage Temp.: 2-8°C
• Solubility: almost transparency in EtOH
• CAS DataBase Reference: N-FORMYL-D-PHENYLALANINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-FORMYL-D-PHENYLALANINE(59366-89-1)
• EPA Substance Registry System: N-FORMYL-D-PHENYLALANINE(59366-89-1)

Safety Data

• Hazardous Substances Data: 59366-89-1(Hazardous Substances Data)

Usage

General Description

N-Formyl-D-phenylalanine is a synthetic compound that is structurally related to the amino acid phenylalanine. It is commonly used as a reagent in peptide synthesis and has been studied for its potential therapeutic applications, particularly in the field of antibiotics. N-Formyl-D-phenylalanine has also been investigated for its effects on immune response and inflammation, with some evidence suggesting that it may have anti-inflammatory properties. Additionally, it has been used as a biochemical tool to study protein synthesis and signaling pathways. Overall, N-Formyl-D-phenylalanine is a versatile chemical with diverse applications in medicinal and biochemical research.

InChI:InChI=1/C10H11NO3/c12-7-11-9(10(13)14)6-8-4-2-1-3-5-8/h1-5,7,9H,6H2,(H,11,12)(H,13,14)/t9-/m1/s1

Upstream product

• 64-18-6 formic acid 
• 673-06-3 D-(R)-phenylalanine 
• 5856-63-3 (2R)-2-aminobutan-1-ol 
• 4289-95-6 N-formyl-phenylalanine 
• 131348-01-1 (1S)-endo-fenchylamine 

Downstream Products

• 112681-10-4 (1'S,2R)-2-formamido-3-phenyl-N(1-phenylethyl)propionamide 
• 102339-81-1 (2R)-2-(Methylamino)-3-phenylpropan-1-ol 
• 112711-93-0 (2R,4'S,5'S)-N-(2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl)-2-formamido-3-phenylpropionamide 
• 17461-33-5 N-Formyl-D-Phe-D-Met 
• 112681-17-1 (2R,1'S)-2-isocyano-3-phenyl-N-(1'-phenylethyl)propionamide 
• 112681-18-2 (2R,4'S,5'S)-N-(2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl)-2-isocyano-3-phenylpropionamide 
• 102249-19-4 (R)-3-phenyl-2-N-methyl-2-N-diphenylphosphinamino-1-diphenylphosphinoxypropane 

Relevant articles and documents

The influence of molecular structure and crystallization time on the efficiency of diastereoisomeric salt forming resolutions

Reciprocal resolutions between compounds (racemates and enantiomers) with similar structures have been examined. Amongst structurally similar compounds (so called relative structures) several N-acyl amino acids and amino acid esters were investigated. A part of the resolving agent or the racemic compound could be replaced by an achiral compound with a relative structure and an additive could occasionally improve significantly the efficiency of the resolution. Both the kinetic and the thermodynamic controls were observed as governing factors of the reciprocal resolutions.

Solvent dependency though not solvate formation in the derivative-derivative resolution of N-formylphenylalanine

The efficiency of the resolution of N-formylphenylalanine was remarkably improved using (S)-(+)-2-benzylaminobutanol resolving agent in acetone. The efficiency of the resolution strongly depended on the quality of the solvent. Nevertheless, solvate formation did not occur during the process. The nature of the solvent-dependence was studied. The solid-melt binary phase diagram of the diastereomeric salts formed during the resolution by (S)-(+)-2-benzylaminobutanol was measured and discussed. It was recognized that the (S)-(+)-benzylaminobutanol (S)-(+)-N-formylphenylalanine salt exists in two polymorphic modifications. The effect of structurally related chiral and achiral auxiliary reagents in the above resolution was also studied. Thus, (S)-(+)-2-benzylaminobutanol was applied together with an (R)-(+)-1-phenylethylamine auxiliary resolving agent and benzylamine was used as a half-equivalent achiral basic reagent in a Pope-Peachey type resolution of N-formylphenylalanine by (S)-(+)-2-benzylaminobutanol. The results are compared to those obtained by the structurally related (R)-(+)-1-phenylethylamine chiral auxiliary.

ASYMMETRIC HYDROGENATION IN THE PRESENCE OF BISDIPHENYLPHOSPHINE COMPLEXES OF RHODIUM. 2. 2R-3-PHENYL-2-(N-METHYL-DIPHENYLPHOSPHINAMINO)-1-DIPHENYLPHOSPHINOXYPROPANE(1,5-CYCLOOCTADIENE)RHODIUM(I) PERCHLORATE HYDROGENATION CATALYST

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