(R)-2-Amino-3-(naphthalen-2-yl)propanoic acid, CAS No. 76985-09-6

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76985-09-6

Catalog No. EBD19904

CAS 76985-09-6

Name (R)-2-Amino-3-(naphthalen-2-yl)propanoic acid

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Basic Information

Synonyms: 3-(2-Naphthyl)-D-alanine (S)-2-Amino-3-Naphthalen-2-Yl-PropionicAcid RarechemBkPt0100 (R)-Alpha-Amino-2-NaphthalenepropionicAcid (R)-2-Amino-3-(Naphthalen-2-Yl)PropanoicAcidHydrochloride (R)-2-Amino-3-Naphthalen-2-Yl-PropionicAcid H-D-Nal(2)-Oh H-D-2-Nal-Oh H-D-Ala(2-Naphthyl)-Oh H-D-Ala(2-Naph)-Oh D-3-(2-Naphthyl)-Alanine 3-naphthalen-2-yl-D-alanine H-D-2-Nal-OH·HCl 3-(2-Naphthyl)-D-alanine·HCl (R)-2-Amino-3-(naphthalen-2-yl)propanoicacid

Molecular Formula: C13H13NO2

Molecular Weight: 215.25

MDL Number: MFCD00038546

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

Product Description:

D-3-(2-Naphthyl)alanine, with CAS number 76985-09-6, is a non-natural, chiral amino acid derivative. Its structure features a D-configuration alanine backbone substituted at the β-position with a 2-naphthyl group. This compound is a white to off-white crystalline powder. This unnatural amino acid serves as a crucial chiral building block in pharmaceutical research and development. Its primary application is as a key intermediate in the synthesis of peptide-based drugs and bioactive peptides. The bulky, hydrophobic 2-naphthyl side chain is often incorporated to modulate the peptide's conformation, stability, and interaction with biological targets, such as receptors or enzymes. It is particularly valuable for creating peptidomimetics and exploring structure-activity relationships (SAR). As a D-amino acid derivative, it contributes to the metabolic stability of therapeutic peptides by resisting degradation by common proteases. It is used in solid-phase peptide synthesis (SPPS) and other synthetic methodologies to introduce specific structural and functional properties into target molecules.

Physical Properties

Boiling Point: 412.3 °C at 760 mmHg

Flash Point: 203.2 °C

Density: 1.254 g/cm3

Refractivity: 13 ° (C=1, 1mol/L HCl)

Storage: 2-8°C

Analytical Data

Appearance: white fine powder