1217606-86-4Relevant academic research and scientific papers
Total synthesis and biological evaluation of halipeptins A and D and analogues
Nicolaou,Lizos, Dimitrios E.,Kim, David W.,Schlawe, Daniel,De Noronha, Rita G.,Longbottom, Deborah A.,Rodriquez, Manuela,Bucci, Mariarosaria,Cirino, Giuseppe
, p. 4460 - 4470 (2007/10/03)
The marine-derived halipeptins A (1a) and D (1d) and their analogues 3a, 3d and 4a, 4d were synthesized starting from building blocks 10, 13, 14a or 14d, 15, and 16. The first strategy for assembling the building blocks, involving a macrolactamization rea
Total synthesis of halipeptins A and D and analogues
Nicolaou,Kim, David W.,Schlawe, Daniel,Lizos, Dimitrios E.,De Noronha, Rita G.,Longbottom, Deborah A.
, p. 4925 - 4929 (2007/10/03)
(Chemical Equation Presented) Deceptive rings: Halipeptins A (1 a) and D (1 b) and analogues thereof were synthesized from fragments 2 and 3 a, b, respectively. Key steps included peptide-bond formation, DAST-induced thiazoline construction, and macrolact
Enantioselective synthesis of α-methyl-D-cysteine and lanthionine building blocks via α-methyl-d-serine-β-lactone
Smith, Nicole D.,Goodman, Murray
, p. 1035 - 1037 (2007/10/03)
(Matrix presented) We report here the enantioselective synthesis of Boc-α-methyl-D-cysteine(PMB)-OH and lanthionine building blocks through the regioselective ring opening of key intermediate Boc-α -methyl-D-serine-β-lactone.
Enantioselective synthesis of (S)- and (R)-α-methylserines: Application to the synthesis of (S)- and (R)-N-Boc-N,O-isopropylidene-α-methylserinals
Avenoza, Alberto,Cativiela, Carlos,Corzana, Francisco,Peregrina, Jesus M.,Sucunza, David,Zurbano, Maria M.
, p. 949 - 957 (2007/10/03)
This report describes the synthesis of enantiomerically pure (S)- and (R)-α-methylserines on a multigram scale, starting from the Weinreb amide of 2-methyl-2-propenoic acid and using a stereodivergent synthetic route that involves a Sharpless asymmetric dihydroxylation reaction. As a synthetic application of these quaternary α-amino acids, they were used as starting materials in the synthesis of the well-known valuable homochiral (S)- and (R)-N-Boc-N,O-isopropylidene-α-methylserinal building blocks.
