Boc-β-Alaninol
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Boc-β-Alaninol

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A reagent used in the synthesis of phosphatidyl ethanolamines and ornithine.

Category
Amino Alcohol
Catalog number
BAT-000366
CAS number
58885-58-8
Molecular Formula
C8H17NO3
Molecular Weight
175.2
Boc-β-Alaninol
IUPAC Name
tert-butyl N-(3-hydroxypropyl)carbamate
Synonyms
tert-Butyl N-(3-hydroxypropyl)carbamate; tert-Butyl N-(3-hydroxypropyl)carbamate; N-tert-Butyloxycarbonyl-3-hydroxy-propylamine; 3-(Boc-amino)-1-propanol
Appearance
Colorless to pale yellow liquid
Purity
≥ 99 % (TLC)
Density
1.025 g/mL at 20 °C (lit.)
Boiling Point
292.6 °C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C8H17NO3/c1-8(2,3)12-7(11)9-5-4-6-10/h10H,4-6H2,1-3H3,(H,9,11)
InChI Key
XDJCYKMWJCYQJM-UHFFFAOYSA-N
Canonical SMILES
CC(C)(C)OC(=O)NCCCO

Boc-β-Alaninol is a valuable compound in organic synthesis and biochemistry particularly for its role in peptide synthesis and drug development. Here are some key applications of Boc-β-Alaninol:

Peptide Synthesis: Boc-β-Alaninol serves as a building block in the synthesis of peptides and peptidomimetics. Its incorporation into peptide chains is facilitated by its Boc-protected amino group which can be easily removed under acidic conditions. This allows for the sequential assembly of complex peptides used in pharmaceutical research and therapeutics.

Drug Development: In drug development, Boc-β-Alaninol is used to design and synthesize new pharmacologically active compounds. It provides a flexible scaffold for creating small molecules and peptide-based drugs that target specific biological receptors or enzymes. This contributes to the discovery of novel therapeutics with improved efficacy and safety profiles.

Chemical Research: Boc-β-Alaninol is employed in chemical research to study reaction mechanisms and optimize synthetic methodologies. Its unique structure and reactivity make it a useful model compound in various organic transformations including amide bond formation and cyclization reactions. Researchers utilize it to develop new synthetic routes and improve existing ones.

Medicinal Chemistry: In medicinal chemistry, Boc-β-Alaninol is used as an intermediate in the synthesis of bioactive molecules and chiral compounds. Its presence in synthetic pathways enhances the stereochemical control and functional diversity of target molecules. This capability is crucial in developing drugs with specific biological activities and minimal side effects.

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