682811-82-1

Upstream product

• 100-44-7 benzyl chloride 
• 682811-90-1 5-[(tert-butyl-dimethyl-silanyloxy)-(2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-5-(tert-butyl-dimethyl-silanyloxymethyl)-pyrrolidin-2-one 
• 682811-89-8 2-[(tert-butyl-dimethyl-silanyloxy)-(2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 682811-77-4 (2S)-2-[(tert-butyldimethylsilanyloxy)methyl]-2-[(1R)-1-[(4S)-2,2-dimethyl[1,3]dioxolan-4-yl]-1-hydroxymethyl]-5-oxopyrrolidine-1-carboxylic acid tert-butyl ester 
• 69739-34-0 t-butyldimethylsiyl triflate 

Downstream Products

• 682811-72-9 (2R)-2-[(2S)-1-benzyl-2-[(tert-butyldimethylsilanyloxy)methyl]-5-oxopyrrolidin-2-yl]-2-(tert-butyldimethylsilanyloxy)acetaldehyde 
• 682811-73-0 (1S,4S,5R,6R)-2-benzyl-5,6-bis(tert-butyldimethylsilanyloxy)-1-[(tert-butyldimethylsilanyloxy)methyl]-2-azabicyclo[2.2.1]heptan-3-one 
• 682811-91-2 1-benzyl-5-[1-(tert-butyl-dimethyl-silanyloxy)-2,3-dihydroxy-propyl]-5-(tert-butyl-dimethyl-silanyloxymethyl)-pyrrolidin-2-one 

Relevant academic research and scientific papers

Enantioselective Total Synthesis of (1R,3S,4R,5R)-1-Amino-4,5-dihydroxycyclopentane-1,3-dicarboxylic Acid. A Full-Aldol Access to Carbaketose Derivatives

The enantioselective synthesis of cyclopentanedicarboxylic amino acid 1, a novel rigid and functionalized L-glutamic acid analogue, has been achieved in 15 linear steps from silyloxypyrrole 3, utilizing L-glyceraldehyde 4 as the source of chirality. The key steps in the synthesis are three sequential aldol-based carbon-carbon bond-forming reactions: two crossed vinylogous aldol additions (2 + 3 → 8 and 4 + 5 → 10 + 11) and one intramolecular silylative aldolization (6 → 7). En passant, the short syntheses of (2S)-2-hydroxymethylglutamic acid (16) and its (2R)-enantiomer ent-16, a potent metabotropic glutamate receptor agonist, have been achieved.