209266-07-9

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 31022-10-3 N-benzyl-L-alanine methyl ester 
• 100-52-7 benzaldehyde 
• 100-39-0 benzyl bromide 

Downstream Products

• 120205-98-3 tert-butyl (N)-benzyl(1-oxopropan-2-yl)carbamate 
• 1422503-64-7 methyl 2-(N-menzylamino)-2-methyl-3-(4-methylphenylsulfonamido)-3-phenylpropanoate 
• 201854-96-8 (3R,4S)-4-[benzyl(tert-butoxycarbonyl)amino]pent-1-en-3-ol 
• 214632-86-7 (Z)-(4S,8S)-8-Benzylamino-non-6-en-4-ol 
• 214632-80-1 Benzyl-((S)-2-hydroxy-1-methyl-but-3-enyl)-carbamic acid tert-butyl ester 
• 445432-15-5 benzyl-(1-methyl-4-oxo-pentyl)-carbamic acid tert-butyl ester 
• 361341-91-5 tert-butyl N-benzyl-N-[(1S,2E)-4-hydroxy-1-methyl-2-butenyl]carbamate 
• 214632-83-4 3-benzyl-4-methyl-5-vinyloxazolidin-2-one 
• 151929-50-9 ethyl (2E,4S)-4-[benzyl(tert-butoxycarbonyl)amino]pent-2-enoate 
• 158380-71-3 tert-butyl (S)-benzyl(2-hydroxy-1-methylethyl)carbamate 

Relevant academic research and scientific papers

Memory of chirality (MOC) concept in imino-aldol reaction: Enantioselective synthesis of α,β-diamino esters and aziridines

A simple strategy for the synthesis of chiral α,β-diamino- and α-amino,β-hydroxy ester derivatives in high yields with moderate to high ee has been developed via asymmetric imino-aldol and aldol reactions, respectively, starting from protected aminoesters employing memory of chirality concept for chiral induction. This strategy has been extended for the enantioselective synthesis of aziridines (ee up to 92%). The absolute configuration of the imino-aldol adducts has been determined. The stereochemical outcome of the products has been explained by a suitable mechanism and supported by computational studies.

1,5-asymmetric induction in addition reaction of aldehydes with chiral allyltitaniums having an amino group at the stereogenic center. Synthesis of optically active 2,6-cis-disubstituted piperidines

Chiral allyltitaniums prepared from cyclic carbamate of optically active 4-aminoalk-1-en-3-ols and a Ti(O-i-Pr)4/2i-PrMgCl reagent react with aldehydes with good to excellent regio- and stereoselectivity to afford optically active 1.5-amino alcohols, from which optically active 2,6-cis- disubstituted piperidines are synthesized.

Effective and mild method for preparation of optically active α-amino aldehydes via TEMPO oxidation

The TEMPO oxidation method is successfully applied to preparation of variously protected, optically active α-amino aldehydes without racemization and in very good yield.