tert-Butyl 3-phenyl-L-alaninate hydrochloride, CAS No. 15100-75-1

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15100-75-1

Catalog No. EBD10338

CAS 15100-75-1

Name tert-Butyl 3-phenyl-L-alaninate hydrochloride

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Basic Information

Synonyms: L-phenylalaninetert-butylesterhydrochloride L-Phenylalanine-t-butylester.Hcl H-Phe-OtBu.HCl H-Phe-OBut*HCl L-Phe-O-tert-BuHCl tert-butylphenylalaninatehydrochloride L-Phenylalanine-t-ButylesterHcl L-Phenylalaninetert.butylesterhydrochloride H-Phe-OtBu• Tert-Butyl3-Phenyl-L-AlaninateHydrochloride H-Phe-OtBu·HCl

Molecular Formula: C13H20ClNO2

Molecular Weight: 257.76

MDL Number: MFCD00038894

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

Product Description:

L-Phenylalanine tert-butyl ester hydrochloride is a protected derivative of the essential amino acid L-phenylalanine. It is a white to off-white crystalline powder, characterized by the presence of a tert-butyl ester group and a hydrochloride salt. This compound is a chiral building block with the (S)-configuration at the alpha-carbon. Its primary application is as a key chiral intermediate in the pharmaceutical industry, particularly in the synthesis of peptide-based drugs and other bioactive molecules. The tert-butyl ester group serves as a common protecting group for the carboxylic acid functionality, which is stable under many reaction conditions and can be selectively removed under acidic conditions. This makes it a versatile reagent in solid-phase peptide synthesis (SPPS) and solution-phase peptide chemistry. Beyond peptide synthesis, it is also utilized in the preparation of various non-peptide pharmaceutical compounds where the introduction of a chiral phenylalanine moiety is required. Its role as a protected amino acid derivative makes it a fundamental reagent in medicinal chemistry and organic synthesis research.

Physical Properties

Boiling Point: 303.3 ºC at 760 mmHg

Flash Point: 158.2 ºC

Solubility: soluble in methanol

Storage: 2-8°C

Analytical Data

Appearance: crystalline