Ac-Phe-OEt

Ac-Phe-OEt contains the amino acid phenylalanine in an N-acetylated, ethyl ester form, where the side chain is a benzyl group and the backbone bears an amide linkage from the acetyl group and a carboxylate ester functionality. The molecule therefore lacks a free carboxyl group and a free amino group, presenting an amide carbonyl from the acetyl substituent and an ethyl ester carbonyl that can influence solubility and reactivity in peptide-related transformations. Ac-Phe-OEt is used as an amino acid ester building block or intermediate in the preparation of more complex peptide derivatives and in synthesis workflows requiring temporary masking of the amino and carboxyl functionalities for controlled coupling chemistry.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP26839

CAS No:2361-96-8

Synonyms/Alias:2361-96-8;(S)-Ethyl2-acetamido-3-phenylpropanoate;Ac-Phe-Oet;ethyln-acetyl-l-phenylalaninate;ethyl(2S)-2-acetamido-3-phenylpropanoate;N-Acetylphenylalanineethylester;L-Phenylalanine,N-acetyl-,ethylester;Ethyl2-(acetylamino)-3-phenylpropanoate#;AC1L3RS8;AC1Q63IJ;SCHEMBL242242;N-Acetyl-L-phenylalanineethyl;AC1Q31P7;CHEMBL294389;CTK4F1931;MolPort-004-964-733;YIVZYFDBEPMPNL-LBPRGKRZSA-N;ZINC4787335;EINECS219-108-6;ANW-60642;AR-1I9906;EthylN-acetyl-3-phenyl-L-alaninate;ZINC04787335;AKOS015889898;N-Acetyl-l-phenylalanine,ethylester

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cGMP Peptide
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M.F/Formula
C13H17NO3
M.W/Mr.
235.28

Ac-Phe-OEt is an N-acetylated phenylalanine ethyl ester that combines an acetylated amino terminus with an esterified carboxyl group, making it a compact, protected amino acid derivative for downstream peptide and amide-forming chemistry. Its aromatic side chain supports common aromatic residue incorporation in synthetic sequences, while the ester functionality offers a defined reactivity profile for segment coupling and derivatization workflows used in research-grade peptide intermediate preparation.

1. Peptide Segment Building

Ac-Phe-OEt is used as a phenylalanine-containing building block in peptide segment construction where a pre-acetylated N-terminus and an esterified C-terminus provide a controlled starting point for further coupling or transformation into longer peptide intermediates. Research groups performing custom peptide synthesis and intermediate screening often select this type of derivative to standardize the N-acetyl protection state and to enable downstream conversion of the ester into a carboxyl-activated or amide-forming equivalent as part of multi-step assembly strategies.

2. Amide and Derivative Synthesis

Ac-Phe-OEt supports preparation of N-acetyl phenylalanine amides and related derivatives used in medicinal chemistry and chemical biology tool development, where maintaining the acetylated amino terminus helps preserve a defined functional group pattern during derivatization. Synthetic chemistry teams use this compound to generate a consistent phenylalanine-based scaffold for SAR studies, substrate analog libraries, and intermediate sets that require an aromatic amino acid motif with a protected/derivatized backbone suitable for controlled functional group interconversions.

3. Aromatic Amino Acid Intermediate

Ac-Phe-OEt is frequently handled as a practical intermediate for manufacturing and R&D supply chains that require a stable, isolable phenylalanine derivative rather than a free amino acid, especially when downstream steps depend on a specific N-acetyl/ester protection pattern. Process development chemists and contract synthesis laboratories value this form for producing standardized intermediate batches that can be carried into subsequent peptide or amide synthesis steps, supporting reproducible input material across parallel projects and compound families.

Size
5 g;25 g;
InChI
1S/C13H17NO3/c1-3-17-13(16)12(14-10(2)15)9-11-7-5-4-6-8-11/h4-8,12H,3,9H2,1-2H3,(H,14,15)/t12-/m0/s1
InChI Key
YIVZYFDBEPMPNL-LBPRGKRZSA-N
Canonical SMILES
CCOC(=O)C(CC1=CC=CC=C1)NC(=O)C

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