caa a22 4500 463186370 CHVBK 20180406164854.0 cr unu---uuuuu 170326e20070901xx s 000 0 eng 10.1007/s00726-006-0451-6 doi (NATIONALLICENCE)springer-10.1007/s00726-006-0451-6 Facile synthesis of optically pure ( S )-3- p -hydroxyphenyllactic acid derivatives [Elektronische Daten] [Q. L. Zeng, H. Q. Wang, Z. R. Liu, B. G. Li, Y. F. Zhao] Summary.: Optically pure (S)-3-p-hydroxyphenyllactic acid derivatives are important intermediates of peroxisome proliferator-activated receptor α/γ dual agonists and heteropeptides. Many efforts have been made for synthesis of those intermediates, but there exist some flaws yet. We observed that dielectric constants of organic solvents drastically affected diazotization of O-benzyl-L-tyrosine. Optically pure (S)-3-p-benzyloxyphenyllactic acid was obtained by simple recrystallization when DMF or DMSO of higher dielectric constant was used as a co-solvent in diazotization of O-benzyl-L-tyrosine. It was easily turned into various optically pure (S)-3-p-hydroxyphenyllactic acid derivatives. Springer-Verlag, 2006 Keywords: Solvent effects - Diazotization - O -Benzyl-L-tyrosine - ( S )-3- p -Benzyloxyphenylpropionic acid - ( S )- p -Hydroxyphenyllactic acid nationallicence Zeng Q. L. Key Laboratory for Chemical Biology of the Province of Fujian, Department of Chemistry, Xiamen University, Xiamen, China aut Wang H. Q. Key Laboratory for Chemical Biology of the Province of Fujian, Department of Chemistry, Xiamen University, Xiamen, China aut Liu Z. R. Institute of Pharmacy, Chengdu Di'ao Pharmaceutical Group, Chengdu, China aut Li B. G. Institute of Pharmacy, Chengdu Di'ao Pharmaceutical Group, Chengdu, China aut Zhao Y. F. Key Laboratory for Chemical Biology of the Province of Fujian, Department of Chemistry, Xiamen University, Xiamen, China aut Amino Acids Springer-Verlag 33/3(2007-09-01), 537-541 0939-4451 33:3<537 2007 33 726 https://doi.org/10.1007/s00726-006-0451-6 text/html Onlinezugriff via DOI 1 brief-communication jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s00726-006-0451-6 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Zeng Q. L. Key Laboratory for Chemical Biology of the Province of Fujian, Department of Chemistry, Xiamen University, Xiamen, China aut NATIONALLICENCE 700 1- Wang H. Q. Key Laboratory for Chemical Biology of the Province of Fujian, Department of Chemistry, Xiamen University, Xiamen, China aut NATIONALLICENCE 700 1- Liu Z. R. Institute of Pharmacy, Chengdu Di'ao Pharmaceutical Group, Chengdu, China aut NATIONALLICENCE 700 1- Li B. G. Institute of Pharmacy, Chengdu Di'ao Pharmaceutical Group, Chengdu, China aut NATIONALLICENCE 700 1- Zhao Y. F. Key Laboratory for Chemical Biology of the Province of Fujian, Department of Chemistry, Xiamen University, Xiamen, China aut NATIONALLICENCE 773 0- Amino Acids Springer-Verlag 33/3(2007-09-01), 537-541 0939-4451 33:3<537 2007 33 726 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer