290354-72-2

Upstream product

• 290354-67-5 Methyl (2R)-3-(tert-butyldiphenylsiloxy)-2-(dibenzylamino)propanoate 
• 290354-68-6 (2S)-3-tert-butyldiphenylsilyloxy-2-(N,N-dibenzylamino)propan-1-ol 
• 137238-71-2 (4R)-3-[2-(Phenylmethoxy)acetyl]-4-(phenylmethyl)oxazolidin-2-one 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 627859-97-6 (R)-4-Benzyl-3-[(2S,3R,4R)-2-benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-4-dibenzylamino-3-hydroxy-pentanoyl]-oxazolidin-2-one 
• 627859-92-1 (2S,3R,4R)-2-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-4-dibenzylamino-3-hydroxy-pentanoic acid methyl ester 
• 290354-71-1 (2'S,3'R,4S,4'R)-4-Benzyl-3-[2'-benzyloxy-5'-(tert-butyldiphenylsiloxy)-4'-dibenzylamino-3'-hydroxypentanoyl]oxazolidin-2-one 
• 202478-34-0 (R)-methyl 2-(dibenzylamino)-3-hydroxypropanoate 
• 100-39-0 benzyl bromide 
• 290354-66-4 (2S)-3-(tert-Butyldiphenylsiloxy)-2-(dibenzylamino)propanal 
• 236110-81-9 (4S)-4-benzyl-3-[2-(benzyloxy)acetyl]-1,3-oxazolan-2-one 

Downstream Products

• 627860-01-9 3,4-bis-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 627860-02-0 3,4-bis-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 200282-97-9 (2R,3R,4R)-2-(tert-Butyldiphenylsiloxymethyl)-3,4-dihydroxypyrrolidine 
• 290354-73-3 (3S,4R,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3,4-dihydroxypyrrolidin-2-one 

Relevant academic research and scientific papers

Stereoselective synthesis of the α-glucosidase inhibitor nectrisine

The α-glucosidase inhibitor nectrisine was synthesised in 12 steps (31% overall yield) starting from D-serine. The three contiguous stereocentres of this iminosugar were introduced via a highly diastereoselective boron mediated glycolate aldol reaction.

A flexible and efficient synthesis of the pyrrolidine α-glycosidase inhibitor 1,4-dideoxy-1,4-imino-D-arabinitol (DAB-1)

The synthesis of the pyrrolidine α-glycosidase inhibitor 1,4-dideoxy-1,4-imino-D-arabinitol (DAB-1) was discussed. The synthesis used serine-derived α-dibenzylamino aldehyde in a highly diastereoselective glycolate aldol reaction. The glycolate derivative of Evans' oxazolidinone compound was found to be prepared using benzyl-oxyacetyl chloride and 4-benzyloxazolidin-2-one. The analysis showed that the deprotection of the N-benzyl protecting groups was completed within the first 2-3 h of the reaction.