trans-(3-Hydroxy-cyclohexyl)-carbamic acid tert-butyl ester
$300.00
CAS No.: 1425253-99-1
Catalog No.: 195916
Purity: 95%
MF: C11H21NO3
MW: 215.293
Storage: 2-8 degree Celsius
SMILES: C(C)(C)(C)OC(N[C@@H]1C[C@H](CCC1)O)=O
Catalog No.: 195916
Purity: 95%
MF: C11H21NO3
MW: 215.293
Storage: 2-8 degree Celsius
SMILES: C(C)(C)(C)OC(N[C@@H]1C[C@H](CCC1)O)=O
trans-(3-Hydroxy-cyclohexyl)-carbamic acid tert-butyl ester; CAS No.: 1425253-99-1; trans-(3-Hydroxy-cyclohexyl)-carbamic acid tert-butyl ester. PROPERTIES: trans-(3-Hydroxy-cyclohexyl)-carbamic acid tert-butyl ester has molecular formula C10H17NO3, giving it a molecular weight of 203.25 g/mol. It appears as a white crystalline powder with a melting point between 85-88 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 1.6 and exhibits moderate aqueous solubility. APPLICATIONS: This trans-(3-hydroxy-cyclohexyl)-carbamic acid tert-butyl ester is extensively used in the synthesis of antimicrobial agents. Its cyclohexyl-carbamic acid-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 tert-butyl 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 carbamic acid 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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