104091-10-3Relevant articles and documents
Total Synthesis of L-156,373 and an oxoPiz Analogue via a Submonomer Approach
Elbatrawi, Yassin M.,Kang, Chang Won,Del Valle, Juan R.
supporting information, p. 2707 - 2710 (2018/05/22)
The first chemical synthesis of L-156,373 (1), a potent oxytocin receptor antagonist isolated from Streptomyces silvensis, is reported. Assembly of the unusual d-Piz-l-Piz dipeptide subunit was achieved through a sequential electrophilic amination-acylati
Synthesis of (R)- and (S)-(glu)Thz and the Corresponding Bisthiazole Dipeptide of Dolastatin 3
Kelly, Robert C.,Gebhard, I.,Wicnienski, N.
, p. 4590 - 4594 (2007/10/02)
Dolastatin 3 (1) has been reported to be a cyclic pentapeptide containing two thiazole amino acids, (gly)Thz (2) and (gln)Thz (3).The syntheses of (R)- and (S)-(glu)Thz (8a,b) and (glu)Thz-(gly)Thz (11a,b) derivatives suitable for elaboration to dolastatin 3 are described.A key feature of the (glu)Thz syntheses is the selective thiation of a primary amide with Lawesson's reagent in the presence of ester and urethane functionalities.