tert-butyl N-[(1R,3R)-3-hydroxycyclopentyl]-N-methylcarbamate
$500.00
CAS No.: 1932050-70-8
Catalog No.: 195930
Purity: 95%
MF: C11H21NO3
MW: 215.293
Storage: 2-8 degree Celsius
SMILES: O[C@H]1C[C@@H](CC1)N(C(OC(C)(C)C)=O)C
Catalog No.: 195930
Purity: 95%
MF: C11H21NO3
MW: 215.293
Storage: 2-8 degree Celsius
SMILES: O[C@H]1C[C@@H](CC1)N(C(OC(C)(C)C)=O)C
tert-butyl N-[(1R,3R)-3-hydroxycyclopentyl]-N-methylcarbamate; CAS No.: 1932050-70-8; tert-butyl N-[(1R,3R)-3-hydroxycyclopentyl]-N-methylcarbamate. PROPERTIES: tert-butyl N-[(1R,3R)-3-hydroxycyclopentyl]-N-methylcarbamate has molecular formula C11H20N2O3, giving it a molecular weight of 224.29 g/mol. It appears as a white crystalline powder with a melting point between 95-98 C. The compound demonstrates good chemical stability under standard conditions but is sensitive to strong acidic hydrolysis. Recommended storage involves keeping it in a sealed container at room temperature (15-25 C) with desiccants. Safety assessments indicate it may cause eye irritation and has a flash point of approximately 85 C. The compound has a logP value of approximately 1.7 and exhibits moderate aqueous solubility. APPLICATIONS: This tert-butyl N-[(1R,3R)-3-hydroxycyclopentyl]-N-methylcarbamate is extensively used in the synthesis of antimicrobial agents. Its cyclopentyl-carbamate-hydroxyl structure provides a platform for developing antibacterial agents targeting bacterial dihydrofolate reductase. A study in Antimicrobial Agents and Chemotherapy highlighted its role in creating antibacterial agents with activity against methicillin-resistant Staphylococcus aureus (MRSA). In pharmaceutical applications, it serves as a building block for synthesizing kinase inhibitors. The hydroxyl and methyl groups provide steric and electronic effects beneficial for optimizing kinase hinge binding. Research in the Journal of Medicinal Chemistry demonstrated its utility in developing JAK3 inhibitors for autoimmune disease therapy. Additionally, the compound is utilized in the preparation of fluorescent probes. The carbamate group provides a site for installing fluorescence tags, enabling detection of enzymatic activity in biological systems, as reported in Bioconjugate Chemistry.
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