Stereoselective Synthesis of Ψ[CH 2 O] Pseudodipeptides and Conformational Analysis of a PheΨ[CH 2 O]Ala Containing Analogue of the Drug Desmopressin
摘要:
A method for synthesis of Xaapsi[CH2O]Ala/Gly pseudodipeptides in good yields and excellent diastereoselectivity from azido alcohols and (R)-2-chloropropionic acid or tort-butyl bromoacetate has been developed. Insertion of one of the pseudodipeptide building blocks in the peptide drug desmopressin revealed that methylene ether isosteres may have only a minor influence on the secondary structure of peptides. (C) 2002 Elsevier Science Ltd. All rights reserved.
Stereoselective Synthesis of Ψ[CH 2 O] Pseudodipeptides and Conformational Analysis of a PheΨ[CH 2 O]Ala Containing Analogue of the Drug Desmopressin
摘要:
A method for synthesis of Xaapsi[CH2O]Ala/Gly pseudodipeptides in good yields and excellent diastereoselectivity from azido alcohols and (R)-2-chloropropionic acid or tort-butyl bromoacetate has been developed. Insertion of one of the pseudodipeptide building blocks in the peptide drug desmopressin revealed that methylene ether isosteres may have only a minor influence on the secondary structure of peptides. (C) 2002 Elsevier Science Ltd. All rights reserved.