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857459

N-Acetyl-L-phenylalanine

Name: <I>N</I>-Acetyl-<SC>L</SC>-phenylalanine
Brand: ALDRICH

ReagentPlus^®, 99%

Synonym(s):

(+)-N-Acetylphenylalanine, (S)-2-Acetamido-3-phenylpropanoic acid

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About This Item

Linear Formula:

C₆H₅CH₂CH(NHCOCH₃)CO₂H

CAS Number:

2018-61-3

Molecular Weight:

207.23

PubChem Substance ID:

24888445

eCl@ss:

32160406

UNSPSC Code:

12352209

NACRES:

NA.22

EC Number:

217-959-8

MDL number:

MFCD00063158

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Properties

Quality Segment

100

product line

ReagentPlus^®

assay

99%

form

powder

optical activity

[α]22/D +40.0°, c = 1 in methanol

reaction suitability

reaction type: C-H Activation, reaction type: solution phase peptide synthesis, reagent type: ligand
reaction type: Peptide Synthesis

mp

171-173 °C (lit.)

application(s)

peptide synthesis

functional group

amine, carboxylic acid

SMILES string

CC(=O)N[C@@H](Cc1ccccc1)C(O)=O

InChI

1S/C11H13NO3/c1-8(13)12-10(11(14)15)7-9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)/t10-/m0/s1

InChI key

CBQJSKKFNMDLON-JTQLQIEISA-N

Description

General description

N-Acetyl-L-phenylalanine is an acetyl analog of L-phenylalanine. It is widely used as a reactant to synthesize methyl or ethyl esters of N-acetyl-L-phenylalanine, which are employed as versatile building blocks in peptide synthesis.

Application

N-Acetyl-L-phenylalanine can be used as a reactant to synthesize:

N-acetyl phenylalanine methyl ester by esterification reaction with methanol using Mukaiyama′s reagent.
Acetylaminocyclohexane propanoic acid by rhodium-catalyzed hydrogenation reaction.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c