900780-88-3

Upstream product

• 1037673-71-4 (2R,3R,4S,5S)-2-acetyloxymethyl-3,4-dibenzyloxy-N-benzyloxycarbonyl-5-tert-butyldiphenylsilyloxymethylpyrrolidine 
• 872345-55-6 (2S,3S,4R,5R)-3,4-dibenzyloxy-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)pyrrolidine 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 900780-92-9 (2R,3R,4S,5S)-2'-O-benzoyl-3,4-dibenzyloxy-N-benzyloxycarbonyl-5'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)pyrrolidine 
• 1037673-74-7 (2S,3S,4R,5S)-3,4-dibenzyloxy-N-benzyloxycarbonyl-2-tert-butyldiphenylsilyloxymethyl-5-iodomethylpyrrolidine 
• 900780-90-7 4-[(3E,2'R,3'R,4'S,5'S)-3',4'-dibenzyloxy-N-benzyloxycarbonyl-5'-O-tert-butyldiphenylsilyloxymethylpyrrolidin-2'-yl]but-3-en-2-one 
• 900780-91-8 (1R,2S,3S,5R,7aR)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethyl-5-methylpyrrolizidine 
• 900780-95-2 4-[(2'S,3'S,4'R,5'R)-5'-benzoyloxymethyl-3',4'-dibenzyloxy-N-benzyloxycarbonylpyrrolidin-2'-yl]but-3-en-2-one 
• 900780-93-0 (2R,3R,4S,5S)-2'-O-benzoyl-3,4-dibenzyloxy-N-benzyloxycarbonyl-2,5-bis(hydroxymethyl)pyrrolidine 
• 900780-94-1 (2R,3R,4S,5R)-2-Benzoyloxymethyl-3,4-bis-benzyloxy-5-formyl-pyrrolidine-1-carboxylic acid benzyl ester 
• 900780-96-3 (1S,2R,3R,5S,7aS)-3'-benzoyloxymethyl-1,2-dibenzyloxy-5-methylpyrrolizidine 
• 900780-89-4 (2S,3S,4R,5S)-3,4-Bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-formyl-pyrrolidine-1-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

Polyhydroxylated pyrrolizidines. Part 8. Enantiospecific synthesis of looking-glass analogues of hyacinthacine A5 from DADP

(1R,2S,3S,5R,7aR)-1,2-Dihydroxy-3-hydroxymethyl-5-methylpyrrolizidine[(-)-3-epihyacinthacine A5, 1a] and (1S,2R,3R,5S 7aS)-1,2-dihydroxy-3-hydroxymethylpyrrolizidine[(+)-3-epihyacinthacine A5, 1b] have been synthesized either by Witt

Lipase-mediated synthesis of enantiomeric 2,5,6-trideoxy-2,5-iminohexitols

Syntheses of 2,5,6-trideoxy-2,5-imino-d-alditol (2, 6-deoxy-DADP) and its enantiomer (3) from tri-orthogonally protected derivatives of DADP have been developed employing lipase-mediated kinetic desymmetrization and protecting group manipulations. Thus, and as an example, the starting DADP derivative (4) was transformed into a new symmetrical 2,5-bis(hydroxymethyl)pyrrolidine (6) by sequential N-protection and bis-O-desilylation. The lipase-mediated desymmetrization of 6 was best carried out under acetylation conditions to give (2R)-acetyloxymethyl derivative 7. The absolute configuration and ee of 7 were unambiguously established by chemical correlation with a homochiral sample. Compound 7 was straightforwardly transformed into the target 2,5,6-trideoxy-2,5-iminohexitol 3.