(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(thiophen-2-yl)amino)propanoic acid, CAS No. 130309-35-2

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130309-35-2

Catalog No. EBD2127885

CAS 130309-35-2

Name (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(thiophen-2-yl)amino)propanoic acid

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Basic Information

Synonyms: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(thiophen-2-yl)amino)propanoicacid Fmoc-L-3-(2-Thienyl)alanine Fmoc-3-(2-Thienyl)-L-alanine Fmoc-Thi-OH fmoc-l-tha fmoc-l-2-thienylalanine fmoc-3-ala(2-thienyl)-oh fmoc-ala(2-thienyl)-oh fmoc-beta-(2-thienyl)-alanine fmoc-beta-(2-thienyl)-ala-oh (s)-n-fmoc-2-thienylalanine fmoc-2-thi-oh fmoc-l-thienylalanine fmoc-l-3-(2-thienyl)-alanine fmoc-l-3-(2-thienyl)-l-alanine fmoc-beta-(2-thienyl)-l-alanine n-alpha-fmoc-beta-thienyl-l-alanine N-(9-Fluorenylmethoxycarbonyl)-2-thienyl-L-alanine

Molecular Formula: C22H19NO4S

Molecular Weight: 393.46

MDL Number: MFCD00065676

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

(S)-N-Fmoc-2-thienylalanine is a non-natural, chiral amino acid derivative. Its structure features a 2-thienyl group attached to the beta-carbon of an alanine backbone, with the amine functionality protected by a 9-fluorenylmethoxycarbonyl (Fmoc) group. This configuration provides both a heterocyclic aromatic side chain and a standard Fmoc-protected alpha-amino acid handle. This compound is primarily employed as a key building block in solid-phase peptide synthesis (SPPS), particularly for the introduction of the non-proteinogenic amino acid 2-thienylalanine into peptide sequences. The thienyl side chain can impart unique conformational, electronic, or binding properties to the resulting peptides, making it valuable in medicinal chemistry for drug discovery and the development of peptide-based therapeutics, enzyme inhibitors, or probes. The Fmoc group is readily cleaved under mild basic conditions, facilitating sequential peptide chain elongation. As a specialty, protected amino acid, it is a crucial intermediate for synthesizing peptides with tailored biological activities. Its use is common in research focused on modulating peptide-receptor interactions or exploring structure-activity relationships (SAR).

Physical Properties

Melting Point: 218.5 °C

Boiling Point: 623.4 °C at 760 mmHg

Flash Point: 330.8 °C

Density: 1.343 g/cm3

Storage: Store at RT.

Analytical Data

Appearance: off-white to light beige crystalline powder