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May 1, 1988The Journal of Organic Chemistry

Removal of N-arylsulfonyl groups from hydroxy .alpha.-amino acids

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Authors

RRRenee C. RoemmeleTeva Pharmaceuticals (United States)HRHenry RapoportUniversity of Maryland, Baltimore

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Implication

Experimental study demonstrates the cleavage of N-arylsulfonyl groups from hydroxy alpha-amino acids, indicating improved synthetic efficiency for complex peptide building blocks.

Key Points

  • Develop and evaluate chemical methods for cleaving N-arylsulfonyl protecting groups from hydroxy α-amino acids without damaging sensitive functionalities.
  • Applied targeted deprotection reaction conditions to N-arylsulfonyl-protected hydroxy α-amino acid substrates.
  • Assessed reaction efficiency and the structural preservation of sensitive hydroxyl and carboxylic acid moieties.
  • Achieved selective cleavage and removal of N-arylsulfonyl protecting groups from hydroxy α-amino acid derivatives.
  • Maintained the structural integrity of the sensitive hydroxyl functionalities throughout the deprotection process.

Cite This Study

Roemmele et al. (1988) studied this question.

synapsesocial.com/papers/6a8c1a6090fae8fd47e9aabbhttps://doi.org/10.1021/jo00245a049
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