302593-20-0

Upstream product

• 302593-14-2 Methyl 2-deoxy-2-[(9-phenylfluoren-9-yl)amino]-3,4:5,6-O-diisopropylidene-L-idonate 
• 302593-16-4 Methyl 2-deoxy-2-[(9-phenylfluoren-9-yl)amino]-3,4-O-isopropylidene-L-idonate 
• 55135-66-5 9-bromo-9-phenyl-9H-fluorene 
• 124-63-0 methanesulfonyl chloride 
• 302593-18-6 methyl 2-deoxy-3,4-O-isopropylidene-2-[(9-phenyl-9-fluorenyl)-amino]-D-arabinonate 

Downstream Products

• 404369-29-5 methyl (2R,3S)-3-(tert-butyldimethylsilyl)oxy-5-hydroxy-2-[(9-phenyl-9-fluorenyl)-amino]-pentanoate 
• 404369-30-8 cis-3-O-(tert-butyldimethylsilyl)-1-(9-phenyl-9-fluorenyl)-D-proline methyl ester 
• 404369-28-4 methyl (2R,3S)-3-(tert-butyldimethylsilyl)oxy-2-[(9-phenyl-9-fluorenyl)-amino]-4-pentenoate 
• 404369-27-3 methyl (2R,3S)-3-hydroxy-2-[(9-phenyl-9-fluorenyl)-amino]-4-pentenoate 
• 404369-26-2 methyl 2-deoxy-3,4-O-isopropylidene-5-iodo-2-[(9-phenyl-9-fluorenyl)-amino]-D-arabinonate 
• 302593-25-5 2-Deoxy-2-[(9-phenylfluoren-9-yl)amino]-3,4-O-isopropylidene-5-methanesulfonyl-D-arabinitol 
• 302593-22-2 2R,3R,4R-dihydroxyproline 

Relevant academic research and scientific papers

Efficient synthesis of 3-hydroxyprolines and 3-hydroxyprolinols from sugars

trans-3-Hydroxy-L-proline 1, trans-3-hydroxy-L-prolinol 2, cis-3-hydroxy-D-proline 3, and cis-3-hydroxy-D-prolinol 4 have been prepared in enantiomerically pure form with chirospecific manner. Key intermediates, 2-amino-3-hydroxy-4-pentenoate 9 and 17, were obtained from D-glucono-δ-lactone and L-gulonic acid γ-lactone via a simultaneous dealkoxyhalogenation.

A Short and Efficient Synthesis of 2R,3R,4R-3,4-Dihydroxyproline 1,4-Dideoxy-1,4-imino-L-xylitol, 2R,3R,4R,5S-3,4,5-Trihydroxypipecolic Acid, and 1,5-Dideoxy-1,5-imino-L-iditol

The syntheses of pyrrolidine alkaloids (-)-1 and (+)-3 were accomplished in 47 percent and 60 percent overall yield from 2-azido-2-deoxy-L-idonate 5, while piperidine alkaloids (-)-2 and (+)-4 were obtained in 51 percent and 53 percent overall yield from the same starting material. Key step includes iodine promoted one-pot cyclization, and selective deprotection of isopropylidene and 9-phenylfluoren-9-yl (Pf) group.