83693-62-3

Upstream product

• 129850-49-3 C₁₁H₁₃⁽²⁾HO₆ 
• 65825-61-8 (1R,4S,5R,8S)-8-Bromo-4-hydroxy-6-oxa-bicyclo[3.2.1]oct-2-en-7-one 
• 83693-69-0 (1R,2S,4R,5S,6R,9S)-9-Bromo-5-hydroxy-3,7-dioxa-tricyclo[4.2.1.0^2,4]nonan-8-one 
• 133787-42-5 C₁₅H₂₁⁽²⁾HO₈ 
• 133787-41-4 C₁₂H₁₇⁽²⁾HO₈ 
• 133787-40-3 C₁₂H₁₅⁽²⁾HO₆ 
• 133787-43-6 C₁₃H₁₇⁽²⁾HO₆ 
• 111976-08-0 C₈H₁₁⁽²⁾HO₅ 
• 83693-71-4 C₇H₇⁽²⁾HO₄ 
• 133787-42-5 C₁₅H₂₁⁽²⁾HO₈ 
• 133787-41-4 C₁₂H₁₇⁽²⁾HO₈ 
• 133787-40-3 C₁₂H₁₅⁽²⁾HO₆ 
• 133787-43-6 C₁₃H₁₇⁽²⁾HO₆ 
• 129850-49-3 C₁₁H₁₃⁽²⁾HO₆ 

Downstream Products

• 129850-52-8 (6R)-<6-2H> 5-enolpyruvylshikimate 3-phosphate 
• 129850-51-7 (6R)-<6-2H>shikimate 3-phosphate 

Relevant academic research and scientific papers

The synthesis of (6R)-[6-2H]- And (6S)-[6-2H]5-enolpyruvylshikimate-3-phosphate

(6R)-[6-2H]- and (6S)-[6-2H]-enolpyruvylshikimate-3-phosphate have been synthesised for the kinetic analysis of the chorismate synthase reaction. The synthesis uses purified shikimate kinase and EPSP synthase for enantiospecific biotransformations and also clarifies the stereochemical course of the Diels-Alder reaction in the synthesis of shikimic acid.

Shikimate-Derived Metabolites. 12. Stereocontrolled Total Synthesis of Shikimic Acid and 6β-Deuterioshikimate

A short total synthesis of shikimic acid and related derivatives is described in which an unusual, stereoselective Bu3SnD debromination conveniently furnishes 6β-deuterioshikimate for biosynthetic studies.