183069-76-3

Upstream product

• 169297-55-6 6-benzoylamino-2-bromo[2,3,3,4,4,5,5,6,6-2H₉]hexanoic acid 
• 100-51-6 benzyl alcohol 
• 169297-54-5 6-benzoylamino[2,2,3,3,4,4,5,5,6,6-2H₁₀]hexanoic acid 
• 461432-51-9 C₆H₃⁽²⁾H₁₀NO₂ 
• 169297-53-4 ε-caprolactam-2,2,3,3,4,4,5,5,6,6-d10 
• 98-88-4 benzoyl chloride 

Downstream Products

• 183069-77-4 benzyl 2-azido-6-benzoylamino[2,3,3,4,4,5,5,6,6-2H₉]hexanoate 

Relevant academic research and scientific papers

Synthesis of - and Lysines

Starting from readily available cyclohexanone (1), synthesis of the title - and lysines (11) and (18) is described.Although direct incorporation of an amino or phthalimide group into the 2-bromohexanoic acid (5), which was derived from 1 in five steps. leading to 11 was unsuccessful due to hydrogen-deuterium scrambling, compound (11) was obtained in 86percent deuterium content via incorporation of an azido group and subsequent hydrogenation.Furthermore, compound (18) having 99percent deuterium content could be prepared by acid-catalysed deuterium exchange of 1 as a key-step.