(R)-2-(tert-butoxycarbonylamino)-3-(tritylthio)propanoic acid
$300.00
CAS No.: 21947-98-8
Catalog No.: 196506
Purity: 95%
MF: C27H29NO4S
MW: 463.599
Storage: 2-8 degree Celsius
SMILES: C(C)(C)(C)OC(=O)N[C@H](C(=O)O)CSC(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1
Catalog No.: 196506
Purity: 95%
MF: C27H29NO4S
MW: 463.599
Storage: 2-8 degree Celsius
SMILES: C(C)(C)(C)OC(=O)N[C@H](C(=O)O)CSC(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1
(R)-2-(tert-butoxycarbonylamino)-3-(tritylthio)propanoic acid; CAS No.: 21947-98-8; (R)-2-(tert-butoxycarbonylamino)-3-(tritylthio)propanoic acid. PROPERTIES: (R)-2-(tert-butoxycarbonylamino)-3-(tritylthio)propanoic acid appears as a white to off-white crystalline powder. Its molecular formula is C24H29NO5S, corresponding to a molecular weight of 459.57 g/mol. The compound demonstrates moderate solubility in common organic solvents such as dimethylformamide and dimethyl sulfoxide, but limited water solubility. It has a melting point typically ranging from 110-115 C and is stable under normal laboratory conditions when stored properly. Recommended storage involves keeping the material in a tightly sealed container at room temperature (15-25 C), preferably in a cool, dry, and well-ventilated area away from direct sunlight and moisture. The compound is hygroscopic to some extent and should be protected from excessive humidity. Safety precautions include wearing appropriate personal protective equipment such as chemical-resistant gloves and eye protection when handling the material. In case of skin contact, washing with soap and water is advised, and eye contact requires thorough rinsing with water for at least 15 minutes followed by medical attention if irritation persists. The compound should be handled in well-ventilated areas to avoid inhalation of dust particles. APPLICATIONS: (R)-2-(tert-butoxycarbonylamino)-3-(tritylthio)propanoic acid serves as a valuable building block in peptide synthesis, particularly in the preparation of protected amino acid derivatives for solid-phase peptide synthesis. The presence of the tert-butoxycarbonyl (Boc) protecting group on the amino functionality and the tritylthio group on the thiol functionality provides versatile sites for orthogonal protection strategies. In medicinal chemistry, the compound has been utilized as a starting material for the synthesis of novel peptide-based drugs and as a component in combinatorial library synthesis, as reported in several pharmaceutical research journals. The propanoic acid framework offers a suitable platform for the development of bioactive peptides with improved stability and pharmacokinetic properties. Additionally, (R)-2-(tert-butoxycarbonylamino)-3-(tritylthio)propanoic acid finds application in materials science as a building block for peptide-based nanomaterials and in the development of molecular sensors for ion detection. Its utility extends to analytical chemistry, where it serves as a reference compound for spectral databases and as a starting material for custom syntheses in specialized laboratories focusing on peptide chemistry and medicinal applications. The compound's structural features make it suitable for incorporation into chiral auxiliaries and as a component in asymmetric catalysis.
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