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CAS 100157-55-9

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O-(1,1-Dimethylethyl)-N-[(phenylmethoxy)carbonyl]-D-allothreonine

Description:
O-(1,1-Dimethylethyl)-N-[(phenylmethoxy)carbonyl]-D-allothreonine, with CAS number 100157-55-9, is a synthetic amino acid derivative characterized by its unique structural features. This compound contains a threonine backbone, which is an essential amino acid, modified with a tert-butyl group (1,1-dimethylethyl) at the oxygen position and a phenylmethoxycarbonyl group at the nitrogen position. These modifications enhance its stability and solubility, making it useful in various biochemical applications, particularly in peptide synthesis and drug development. The presence of the phenylmethoxy group contributes to its lipophilicity, potentially influencing its interaction with biological membranes and receptors. Additionally, the stereochemistry of the D-allothreonine configuration is significant for its biological activity, as it may affect the compound's recognition by enzymes and receptors in biological systems. Overall, this compound exemplifies the complexity and versatility of amino acid derivatives in medicinal chemistry and biochemistry.
Formula:C16H23NO5
InChI:InChI=1S/C16H23NO5/c1-11(22-16(2,3)4)13(14(18)19)17-15(20)21-10-12-8-6-5-7-9-12/h5-9,11,13H,10H2,1-4H3,(H,17,20)(H,18,19)/t11-,13-/m1/s1
InChI key:InChIKey=QJYMOTAFFJDTAG-DGCLKSJQSA-N
SMILES:[C@@H](NC(OCC1=CC=CC=C1)=O)([C@H](OC(C)(C)C)C)C(O)=O
Synonyms:
  • D-Allothreonine, O-(1,1-dimethylethyl)-N-[(phenylmethoxy)carbonyl]-
  • O-(1,1-Dimethylethyl)-N-[(phenylmethoxy)carbonyl]-D-allothreonine
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