N-Benzyloxycarbonyl-L-serine, CAS No. 1145-80-8

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1145-80-8

Catalog No. EBD2197651

CAS 1145-80-8

Name N-Benzyloxycarbonyl-L-serine

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Basic Information

Synonyms: carbobenzyloxy-l-serine cbz-l-ser-oh cbz-l-ser cbz-l-serine cbz-ser-oh benzyloxycarbonyl-l-serine n-alpha-carbobenzoxy-l-serine n-alpha-cbz-l-serine n-cbz-l-serine N-Carbobenzyloxy-L-serine N-[(benzyloxy)carbonyl]serine N-[(benzyloxy)carbonyl]-L-serine N-Benzyloxycarbonyl-L-serine Z-Ser-OH (2S)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxypropanoicacid (2S)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxypropanoic acid

Molecular Formula: C11H13NO5

Molecular Weight: 239.22

MDL Number: MFCD00002662

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

Product Description:

Cbz-L-Serine is a protected derivative of the natural amino acid L-serine, where the amine functional group is protected by a carboxybenzyl (Cbz) group. This white to off-white crystalline powder is a fundamental building block in peptide synthesis and medicinal chemistry. Its primary application is as a key intermediate in the 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, allowing for the controlled elongation of peptide chains. It is widely used in the research and development of pharmaceutical compounds, including potential therapeutic peptides and enzyme inhibitors. As a chiral, protected amino acid, it serves as a crucial synthon for introducing the serine moiety into complex molecular architectures. It is a standard reagent in solid-phase peptide synthesis (SPPS) and solution-phase peptide chemistry.

Physical Properties

Melting Point: 116-119 °C(lit.)

Boiling Point: 487.5 °C at 760 mmHg

Flash Point: 248.6 °C

Density: 1.354 g/cm3

Refractivity: 6.1 ° (C=6, AcOH)

Storage: −20°C

Analytical Data

Appearance: white to cream powder