L-Alanine benzyl ester 4-toluenesulfonate, CAS No. 42854-62-6

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42854-62-6

Catalog No. EBD3071

CAS 42854-62-6

Name L-Alanine benzyl ester 4-toluenesulfonate

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Basic Information

Synonyms: H-Ala-OBzl.TosOH beta-Alaninebenzylesterp-toluenesulfonate L-AlaninebenzylesterTolueneSulfonicacid H-Ala-OBzl.Tos L-Alaninebenzylesterp-toluenesulfonatesalt benzylalaninate4-methylbenzenesulfonate Alaninebenzylestertoluenesulfonicacidsalt L-Alaninebenzylester4-toluenesulfonate H-Ala-OBzl·TosOH L-AlanineBenzylEsterP-Tosylate L-Ala-Obel.TsOH Benzyl(2S)-2-aminopropanoate4-toluenesulfonate

Molecular Formula: C17H21NO5S

Molecular Weight: 351.42

MDL Number: MFCD00066143

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

Product Description:

L-Alanine benzyl ester p-toluenesulfonate is a white to off-white crystalline powder. It is a protected derivative of the natural amino acid L-alanine, where the carboxylic acid group is esterified with benzyl alcohol and the amino group is in the form of a p-toluenesulfonate salt. This salt form enhances its stability and crystallinity. This compound is primarily used as a key chiral building block in peptide synthesis and pharmaceutical chemistry. The benzyl ester protecting group can be readily removed under mild hydrogenation conditions, allowing for the selective deprotection of the carboxyl group in multi-step syntheses. It serves as a crucial intermediate in the preparation of various bioactive peptides, peptidomimetics, and active pharmaceutical ingredients (APIs) that incorporate the L-alanine moiety. As a derivative of a proteinogenic amino acid, it is also relevant in biochemical research and the synthesis of modified amino acids for structure-activity relationship studies. Handling requires standard precautions for laboratory chemicals, including avoiding inhalation of dust and contact with skin and eyes.

Physical Properties

Melting Point: 112-116 °C

Boiling Point: 256.5 °C at 760 mmHg

Flash Point: 119.6 °C

Refractivity: -5.0 ° (C=3, MeOH)

Storage: 0-6°C

Analytical Data

Appearance: Yellowish oil