133565-44-3Relevant academic research and scientific papers
A Total Synthesis of AI-77-B
Ward, Richard A.,Procter, Garry
, p. 3359 - 3362 (1992)
A short total synthesis of AI-77-B (1) is reported, which produces the natural enantiomer using S-leucine and S-aspartic acid as the optically active starting materials. Key words: Natural product; AI-77-B; gastroprotective; total synthesis; enantioselect
Synthesis of Nα-Z protected amino alkyl triazole acids and their application to neo-glycopeptides synthesis
Madhu, Chilakapati,Panguluri, Nageswara Rao,Sureshbabu, Vommina V.
, p. 858 - 864 (2014/08/05)
The synthesis of triazole linked glycopeptides employing 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) mediated coupling of Z-protected triazole acids with glycosyl amines and amino acid esters is described. The coupling proceeded smoothly at room temperat
Asymmetric michael addition of malonates to enones catalyzed by a primary Β-amino acid and its lithium salt
Yoshida, Masanori,Narita, Mao,Hara, Shoji
experimental part, p. 8513 - 8517 (2011/12/03)
Highly enantioselective Michael addition of malonates to enones was achieved using a mixed catalyst consisting of a primary Β-amino acid, O-TBDPS (S)-Β-homoserine, and its lithium salt. Various cyclic and acyclic enones were converted into 1,5-ketoesters in high yields (up to 92%) with high enantioselectivity (up to 97% ee) under mild reaction conditions. Details of synthesis of the catalyst, optimization of the reaction conditions for the Michael addition reaction, and a plausible reaction mechanism are described.
A simple synthesis of N β-Fmoc/Z-amino alkyl thiols and their use in the synthesis of N β-Fmoc/Z-amino alkyl sulfonic acids
Sureshbabu,Vishwanatha,Vasantha
body text, p. 1037 - 1042 (2010/07/06)
A simple and efficient protocol for the synthesis of Nβ- Fmoc/Z-amino alkyl thiols is described. The approach uses sodium pyrosulfite-mediated hydrolysis of isothiouronium salts resulting from the reaction between N-protected aminoalkyl iodides and thiourea. N-Protected taurines were prepared through performic acid oxidation of the thiols and the products were further utilized for the synthesis of dipeptidosulfonamides. Georg Thieme Verlag Stuttgart - New York.
Reduction of pentafluorophenyl esters to the corresponding primary alcohols using sodium borohydride
Papavassilopoulou, Eleni,Christofis, Petros,Terzoglou, Despina,Moutevelis-Minakakis, Panagiota
, p. 8323 - 8325 (2008/04/13)
Primary alcohols and chiral N-protected 2-amino alcohols can be obtained in high yields from the reaction of pentafluorophenyl esters of the corresponding carboxylic acids with sodium borohydride in THF under mild conditions. This reductive method is rapid and compatible with various functional groups as well as with the most common N-protective groups Z, Boc and Fmoc.
Synthesis of N-urethane protected β-amino alcohols employing N-(protected-α-aminoacyl)benzotriazoles
Sureshbabu, Vommina V.,Sudarshan,Muralidhar,Narendra
, p. 683 - 685 (2008/09/20)
A simple and racemisation-free synthesis of N-urethane protected α-amino/peptidyl alcohols by the reduction of the corresponding easily accessible N-acylbenzotriazoles is described. The method is practical, straightforward, fast and efficient for the synt
Facile and chemoselective reduction of carboxylic acids to alcohols using BOP reagent and sodium borohydride
McGeary, Ross P.
, p. 3319 - 3322 (2007/10/03)
Hydroxybenzotriazolyl esters, formed in situ from carboxylic acids and BOP reagent, react with sodium borohydride in THF to give alcohols in high yields. This method is convenient, rapid and chemoselective, with such functional groups as nitro, halide, nitrile, azido and ester being unaffected.
A facile synthesis of chiral N-protected β-amino alcohols
Rodriguez,Llinares,Doulut,Heitz,Martinez
, p. 923 - 926 (2007/10/02)
Chiral N-protected β-amino alcohols are easily obtained by NaBH4 reduction of mixed anhydrides of N-protected α-amino acids in an organic/aqueous medium. The alcohols obtained from side chain or main chain reduction of N-protected aspartic acid are converted in good yields into lactones.
