93060-75-4Relevant academic research and scientific papers
Solution Conformations of Two Shikimate 3-Phosphates: Determination by NMR and Molecular Mechanics Calculations
Castellino, Stephen,Leo, Gregory C.,Sammons, R. Douglas,Sikorski, James A.
, p. 5176 - 5181 (1991)
The solution conformation of two substituted cyclohexenes: shikimate 3-phosphate (S3P), 1, and a conformationally constrained derivative, the pyruvoyl ketal of 4,5-shikimate 3-phosphate (EPSP ketal), 2, have been determined by a combination of NMR and mol
Efficient syntheses-of (-)-shikimate and (-)-quinate 3-phosphate via trans vicinal diol protection with 2,2,3,3-tetramethoxybutane (TMB) of shikimic and quinic acids
Shih, Tzenge-Lien,Wu, Shih-Hsiung
, p. 2957 - 2959 (2007/10/03)
(-)-Shikimate 3-phosphate and (-)-quinate 3-phosphate can be synthesized by selective protection of their trans diol functionality using 2,2,3,3- tetramethoxybutane (TMB) using D-(-)-shikimic acid and D-(-)-quinic acid as starting materials. This versatile reagent facilitates the synthesis of these important biological targets in fewer steps than previously reported. By the proper choice of protecting group for C-3 hydroxyl in D-(-)-quinic acid, it can be converted to a key intermediate in the synthesis of (-)-shikimate 3- phosphate. (C) 2000 Elsevier Science Ltd.
