845276-46-2

Upstream product

• 2746-25-0 p-Methoxybenzyl bromide 
• 845276-44-0 8-[4-methoxyphenylmethyloxy]-1,1,1-trimethoxy-5-octyne 
• 845276-45-1 5-(Z)-8-[4-methoxyphenylmethyloxy]-1,1,1-trimethoxy-5-octene 
• 218434-90-3 1-but-3-ynyloxymethyl-4-methoxy-benzene 

Downstream Products

• 845276-48-4 (2R,3S,3aS,6aR)-2-{3-[2-(4-methoxyphenylmethyloxy)ethyl]hexahydrocyclopenta[c]isoxazol-1-yl}-2-phenyl-ethanol 
• 845276-49-5 Methanesulfonic acid (R)-2-{(3S,3aS,6aR)-3-[2-(4-methoxy-benzyloxy)-ethyl]-hexahydro-cyclopenta[c]isoxazol-1-yl}-2-phenyl-ethyl ester 
• 845276-50-8 (3S,3aS,6aR)-3-[2-(4-methoxybenzyloxy)ethyl]hexahydrocyclopenta[c]isoxazole 

Relevant academic research and scientific papers

Enantioselective total synthesis of pyrinodemin A

Pyrinodemin A 1, a cytotoxic marine alkaloid, was synthesized in a convergent and enantioselective fashion. The key steps are an asymmetric intramolecular dipolar cycloaddition of an oxazoline N-oxide to introduce the bicyclic ring system of the molecule, a cuprate coupling for the extension of the saturated chain and a B-alkyl Suzuki coupling for the introduction of a 3-pyridyl moiety. Reductive amination allowed the coupling of the second side-chain onto the nitrogen atom to give 1. Additionally, attempts to prepare 1 from a trienic precursor by a double B-alkyl Suzuki reaction are described. The Royal Society of Chemistry.

Stereoselective synthesis of a bicyclic isoxazolidine related to the pyrinodemin family of alkaloids via an intramolecular asymmetric [2+3] cycloaddition

Bicyclic isoxazolidine 21, a synthetic intermediate for pyrinodemins, was synthesized in six steps using an asymmetric intramolecular [2+3] cycloaddition of a new phenylglycinol-derived oxazoline N-oxide.