(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-cyclohexylacetic acid, CAS No. 161321-36-4

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161321-36-4

Catalog No. EBD2211477

CAS 161321-36-4

Name (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-cyclohexylacetic acid

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Basic Information

Synonyms: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-cyclohexylaceticacid n-alpha-(tert-butyloxycarbonyl)-d-cyclohexylglycinedicyclohexylamine n-alpha-(9-fluorenylmethoxycarbonyl)-l-cyclohexylglycine n-alpha-(9-fluorenylmethoxycarbonyl)-hexahydro-l-phenylglycine n-alpha-(9-fluorenylmethyloxycarbonyl)-l-cyclohexylglycine fmoc-chg-oh fmoc-cyclohexyl-glycine fmoc-cyclohexyl-gly-oh fmoc-l-alpha-cyclohexylglycine Fmoc-L-cyclohexylglycine Cyclohexaneaceticacid,a-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-,(aS)- Cyclohexaneaceticacid,a-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-,(S)- (2S)-2-Cyclohexyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)aceticacid Cyclohexaneacetic acid, α-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, (S)-

Molecular Formula: C23H25NO4

Molecular Weight: 379.45

MDL Number: MFCD00190878

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

Product Description:

Fmoc-L-cyclohexylglycine is a non-proteinogenic, Fmoc-protected amino acid derivative. Its structure features a cyclohexyl group attached to the alpha-carbon of the glycine backbone, with the amine functionality protected by a 9-fluorenylmethoxycarbonyl (Fmoc) group. This configuration makes it a valuable chiral building block. This compound is primarily employed in solid-phase peptide synthesis (SPPS) using the Fmoc strategy. The bulky, hydrophobic cyclohexyl side chain is incorporated into synthetic peptides to modulate their physicochemical properties, such as enhancing lipophilicity, influencing secondary structure (e.g., inducing or stabilizing beta-turns), and improving metabolic stability. It is used in the research and development of peptide-based pharmaceuticals, diagnostic agents, and biochemical tools where specific conformational or interaction properties are desired. As a specialty, protected amino acid, it is a key reagent for medicinal chemists and peptide scientists. It is commercially available from suppliers specializing in peptide synthesis reagents and advanced pharmaceutical intermediates.

Physical Properties

Boiling Point: 602.878 °C at 760 mmHg

Flash Point: 318.409 °C

Density: 1.239 g/cm3