CAS号:1878109-36-4英文名:L-Valine,N-[[[(1R,2R)-2-hydroxycyclopentyl]oxy]carbonyl]-3-methyl-,compd.withN-(1-methylethyl)-2-propanamine(1:1)英文别名:L-Valine,N-[[[(1R,2R)-2-hydroxycyclopentyl]oxy]carbonyl]-3-methyl-,coChemicalbookmpd.withN-(1-methylethyl)-2-propanamine(1:1)中文名:L-VALINE,N-[[[(1R,2R)-2-HYDROXYCYCLOPENTYL]OXY]CARBONYL]-3-METHYL-,COMPD.WITHN-(1-METHYLETHYL)-2-PROPANAMINE(1:1)中文别名:CBNumber:CB310687650分子式:C18H36N2O5分子量:360.5
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The chemical compound designated as L-Valine, N-[[[(1R,2R)-2-hydroxycyclopentyl]oxy]carbonyl]-3-methyl-, complexed with N-(1-methylethyl)-2, represents a sophisticated synthetic intermediate primarily utilized in the realm of advanced medicinal chemistry and peptide synthesis. While specific commercial catalog identifiers may vary by supplier, this substance is structurally characterized as an activated derivative of the essential amino acid L-valine. The molecule features a chiral (1R,2R)-2-hydroxycyclopentyl moiety attached via a carbamate linkage to the valine backbone, forming a protected or activated species suitable for selective coupling reactions. The accompanying component, often described as a secondary amine salt or solvate involving an isopropyl group, serves to stabilize the reactive carbamate functionality during storage and handling.
In pharmaceutical research laboratories, this reagent plays a pivotal role in the solid-phase peptide synthesis (SPPS) and solution-phase organic synthesis of bioactive compounds. Its primary utility lies in its ability to introduce a specific valine residue with a unique cyclopentyl substituent into growing peptide chains, thereby modulating the steric bulk, lipophilicity, and conformational rigidity of the resulting therapeutic candidates. Such structural modifications are frequently employed to enhance metabolic stability, improve membrane permeability, or increase binding affinity against specific biological targets like enzymes or receptors. Researchers utilize this specialized building block to construct peptidomimetics designed to overcome resistance mechanisms found in conventional peptide drugs.
Due to the presence of multiple stereocenters, particularly the defined (1R,2R) configuration, the purity and stereochemical integrity of this compound are critical for ensuring the efficacy and safety of downstream drug candidates. It is typically handled under inert atmospheres to prevent hydrolysis of the sensitive carbamate bond. Although not a finished drug product itself, it is an indispensable tool in the early-stage discovery and optimization phases of new drug development. Scientists rely on such highly functionalized amino acid derivatives to explore novel structure-activity relationships (SAR), ultimately aiming to develop next-generation therapeutics for treating complex diseases where standard amino acids fall short in performance.
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