L-tert-butyl-leucine methyl ester hydrochloride, CAS No. 63038-27-7

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63038-27-7

Catalog No. EBD2204726

CAS 63038-27-7

Name L-tert-butyl-leucine methyl ester hydrochloride

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Basic Information

Synonyms: methyl3-methyl-L-valinatehydrochloride L-tert-butyl-leucinemethylesterhydrochloride L-tert-leucinemethylesterhydro-chloride (S)-2-AMINO-3,3-DIMETHYLBUTYRICACIDMETHYLESTERHYDROCHLORIDE L-(+)-TERT-LEUCINELeucinemethylesterhydrochloride L-tert-Leucinemethylesterhydrochloride L-(+)-METHYLTERT-LEUCINATEHYDROCHLORIDE METHYL(S)-2-AMINO-3,3-DIMETHYLBUTYRATEHYDROCHLORIDE L-(+)-methyl-tert-leucinateHCl METHYLL-2-AMINO-3,3-DIMETHYLBUTANOATEHYDROCHLORIDE (S)-methyl2-amino-3,3-dimethylbutanoatehydrochloride L-Valine,3-methyl-,methylester,hydrochloride(1:1) L-tert-leucinemethylesterHcl L-tert.Leucinemethylesterhydrochloride H-Tle-OMe·HCl L-t-leucinemethylesterhydrochloride

Molecular Formula: C7H16ClNO2

Molecular Weight: 181.66

MDL Number: MFCD00040604

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

L-tert-butyl-leucine methyl ester hydrochloride is a chiral amino acid derivative, specifically the hydrochloride salt of the methyl ester of L-tert-leucine. Its structure features a bulky tert-butyl group attached to the chiral center, which imparts significant steric hindrance. This compound is primarily utilized as a key chiral building block in pharmaceutical synthesis. The steric bulk of the tert-butyl group makes it a valuable intermediate for introducing stereochemical control in the synthesis of complex molecules, particularly in the development of protease inhibitors and other therapeutic agents where conformational restriction is desired. It is commonly employed in the synthesis of antiviral drugs (e.g., HIV protease inhibitors like Atazanavir) and other active pharmaceutical ingredients (APIs). As a protected form of L-tert-leucine, it serves as a versatile synthetic intermediate. The methyl ester protects the carboxylic acid, while the hydrochloride salt stabilizes the free amine. It is widely used in peptide synthesis and medicinal chemistry for constructing chiral, sterically hindered fragments.

Physical Properties

Melting Point: 183-186 °C

Boiling Point: 206.8 °C at 760 mmHg

Flash Point: 78.9 °C

Refractivity: 16.5 ° (C=1, MeOH)

Storage: 2-8°C