87045-89-4

Upstream product

• 123364-05-6 (S)-Acetoxy-((2R,4R,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-acetic acid; compound with dicyclohexyl-amine 
• 87045-87-2 (R)-((2R,4R,5R,6R)-4-Bromomethyl-2-methoxy-5,6-dimethyl-tetrahydro-pyran-2-yl)-hydroxy-acetic acid methyl ester 
• 87045-88-3 ((2R,4R,5R,6R)-4-Bromomethyl-2-methoxy-5,6-dimethyl-tetrahydro-pyran-2-yl)-oxo-acetic acid methyl ester 
• 87045-86-1 methyl (αS,2R,4R,5R,6R)-4-(bromomethyl)tetrahydro-α-hydroxy-2-methoxy-5,6-dimethyl-2H-pyran-2-acetate 

Downstream Products

• 87069-84-9 Benzoic acid (2R,4R,6S)-6-{(R)-[(S)-2-acetoxy-2-((2R,4R,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-acetylamino]-methoxy-methyl}-2-((S)-2,3-dimethoxy-propyl)-3,3-dimethyl-tetrahydro-pyran-4-yl ester 
• 87045-90-7 Benzoic acid (2R,4R,6S)-6-{(S)-[(S)-2-acetoxy-2-((2R,4R,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-acetylamino]-methoxy-methyl}-2-((S)-2,3-dimethoxy-propyl)-3,3-dimethyl-tetrahydro-pyran-4-yl ester 
• 27973-72-4 (+)-pederine 

Relevant academic research and scientific papers

STEREOCONTROLLED TOTAL SYNTHESIS OF (+)-PEDERINE

A mild one-pot method for the synthesis of acyclic N-(1-methoxyalkyl)amides starting from carboxylic acid and methyl imidates has been developed and applied to the first total synthesis of (+)-pederine (1), a potent insect poison.Furthermore, the stereocontrolled total synthesis of 1 was also achieved by employing acid catalyzed double alkoxy-exchange reaction of N-(1-methoxyalkyl)amide group as key step.