374680-96-3

Upstream product

• 443361-70-4 (E)-1-iodo-4-(3-chlorophenoxy)-3(R)-(tert-butyldimethylsilyloxy)-1-butene 
• 374680-95-2 (3S,4R)-3-allyl-4-(tert-butyldimethylsilyloxy)-2-trimethylsilyloxytetrahydrofuran 
• 374680-91-8 methyl (2S,3R)-2-allyl-4-(tert-butyldimethylsilyloxy)-3-hydroxybutanoate 
• 374680-93-0 (3S,4R)-3-allyl-4-(tert-butyldimethylsilyloxy)tetrahydrofuran-2-one 
• 374680-94-1 (3S,4R)-3-allyl-4-(tert-butyldimethylsilyloxy)tetrahydrofuran-2-ol 
• 374680-92-9 (3S,4R)-3-allyl-4-hydroxytetrahydrofuran-2-one 

Downstream Products

• 374680-99-6 isopropyl [2R,(1E,3R),3R,(4Z),4R]-7-{4-tert-butyldimethylsilyloxy-2-[3-tert-butyldimethylsilyloxy-4-(3-chlorophenoxy)but-1-enyl]tetrahydrofuran-3-yl}-hept-4-enoate 
• 847563-66-0 (Z)-7-{(2R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(R)-3-(tert-butyl-dimethyl-silanyloxy)-4-(3-chloro-phenoxy)-but-1-enyl]-tetrahydro-furan-3-yl}-hept-4-enoic acid 
• 374680-98-5 [2R,(1E,3R),3R,4R]-3-{4-tert-butyldimethylsilyloxy-2-[3-tert-butyldimethylsilyloxy-4-(3-chlorophenoxy)but-1-enyl]tetrahydrofuran-3-yl}propionaldehyde 
• 374680-97-4 [2R,(1E,3R),3R,4R]-3-{4-tert-butyldimethylsilyloxy-2-[3-tert-butyldimethylsilyloxy-4-(3-chlorophenoxy)but-1-enyl]tetrahydrofuran-3-yl}propan-1-ol 

Relevant academic research and scientific papers

A convergent synthesis of the 11-oxa prostaglandin analogue AL-12182

(Chemical Equation Presented) The 11-oxa prostaglandin analogue AL-12182 1 has potent topical ocular hypotensive activity. A convergent and concise general synthesis of this class of prostanoid was developed employing a stereoselective coupling reaction between a tetrahydrofuran core electrophile and a nucleophilic omega side chain component, providing a route that should be suitable for commercial scale production. The tetrahydrofuran core was assembled from dimethyl D-malate using a stereoselective β-hydroxy ester dianion alkylation reaction.