N-benzyloxycarbonyl-leucin, CAS No. 2018-66-8

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2018-66-8

Catalog No. EBD43557

CAS 2018-66-8

Name N-benzyloxycarbonyl-leucin

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Basic Information

Synonyms: z-Leu N-cbz-l-leucine Cbz-L-leucine N-[(benzyloxy)carbonyl]-L-leucine N-[(benzyloxy)carbonyl]leucine (2S)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanoate N-[(benzyloxy)carbonyl]-D-leucine Nα-Benzyloxycarbonyl-L-leucine N-benzyloxycarbonyl-leucin benzyloxycarbonyl-l-leucine cbz-l-leu-oh cbz-leucine cbz-leu-oh n-alpha-benzyloxycarbonyl-l-leucine n-carbobenzoxy-l-leucine

Molecular Formula: C14H19NO4

Molecular Weight: 265.3

MDL Number: MFCD00026494

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

Product Description:

Cbz-L-Leucine is a protected amino acid derivative, specifically the N-carbobenzyloxy (Cbz) derivative of L-leucine. It is a white to off-white crystalline powder with the molecular formula C14H19NO4. The Cbz group serves as a widely used amine-protecting group in organic synthesis, particularly in peptide chemistry. Its primary and most significant application is as a key building block (synthetic intermediate) in the pharmaceutical industry for the solid-phase and solution-phase synthesis of peptides and peptidomimetics. The Cbz protecting group is stable under many reaction conditions but can be selectively removed via catalytic hydrogenation or other methods, making this compound a versatile reagent for constructing peptide sequences containing leucine residues. These peptides are often investigated or developed as potential active pharmaceutical ingredients (APIs) or bioactive probes. As a protected amino acid, it is also a fundamental and common reagent in general organic synthesis laboratories for introducing the leucine moiety into more complex molecules. It is commercially available from numerous chemical suppliers specializing in fine chemicals and peptide synthesis reagents.

Physical Properties

Boiling Point: 442.8 °C at 760 mmHg

Flash Point: 85 °F

Density: 1 g/mL at 25 °C(lit.)

Refractivity: n20/D 1.512(lit.)

Storage: 2-8°C