Boc-β-Cyclohexylalaninol
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Boc-β-Cyclohexylalaninol

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Category
Amino Alcohol
Catalog number
BAT-002603
CAS number
103322-56-1
Molecular Formula
C14H27NO3
Molecular Weight
257.70
Boc-β-Cyclohexylalaninol
IUPAC Name
tert-butyl N-[(2S)-1-cyclohexyl-3-hydroxypropan-2-yl]carbamate
Synonyms
Boc-3-Cyclohexyl-L-alaninolBoc-Cha-ol; Boc-Beta-Cyclohexyl-L-Alaninol; (s)-(-)-2-N-Bco-3-cyclohexyl-1-propanol; Boc-3-Cyclohexyl-L-alaninol;(S)-tert-butyl 1-cyclohexyl-3-hydroxypropan-2-ylcarbamate
Appearance
Light yellow gel
Purity
≥ 99% (Assay by titration on dried basis)
Density
1.126 g/mL at 25 °C
Boiling Point
214 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C14H27NO3/c1-14(2,3)18-13(17)15-12(10-16)9-11-7-5-4-6-8-11/h11-12,16H,4-10H2,1-3H3,(H,15,17)/t12-/m0/s1
InChI Key
BOJQBBXPSVGTQT-LBPRGKRZSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1CCCCC1)CO

Boc-β-Cyclohexylalaninol, a specialized chemical compound with diverse applications in biosynthesis and medicinal chemistry, serves as a versatile building block with multifaceted uses. Here are the key applications presented with high perplexity and burstiness:

Peptide Synthesis: Playing a pivotal role in peptide synthesis, Boc-β-Cyclohexylalaninol contributes to the creation of intricate peptide structures both cyclic and linear characterized by heightened stability and enhanced bioactivity. This compound's unique structural attributes are instrumental in shaping peptides tailored for therapeutic applications and pharmaceutical advancements embodying a realm of possibilities in the landscape of peptide engineering.

Drug Design and Development: Embracing the realm of medicinal chemistry, Boc-β-Cyclohexylalaninol emerges as a catalyst for crafting novel pharmaceutical compounds with enhanced pharmacokinetic and pharmacodynamic profiles. Integrating this compound into drug formulations unlocks avenues for heightened efficacy minimized toxicity and amplified specificity towards target receptors reshaping the paradigm of drug discovery with precision and innovation.

Enzyme Inhibition Studies: Unveiling its potential in probing enzyme inhibitors particularly those targeting pivotal enzymes like serine proteases, Boc-β-Cyclohexylalaninol becomes a cornerstone for evaluating inhibitor efficacy and specificity. By integrating this compound into inhibitor designs, researchers embark on a journey to explore its influence on enzyme activity and specificity fostering the emergence of novel inhibitors poised for therapeutic applications with a touch of groundbreaking ingenuity.

Chiral Auxiliary: Positioned as a chiral auxiliary in asymmetric synthesis, Boc-β-Cyclohexylalaninol facilitates the synthesis of enantiomerically pure compounds essential for carving out specific biological activities. Its role in stereoselective synthesis elevates the acquisition of precise enantiomers crucial for targeted biological responses unlocking new horizons in drug development where molecular configuration plays a transformative role in defining functionality and efficacy paving the path for unparalleled advancements in therapeutic interventions.

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