81107-70-2

Upstream product

• 530113-20-3 (S)-(2-hydroxy-1-hydroxymethyl-1,2-dimethylpropyl)carbamic acid benzyl ester 
• 530113-17-8 (S)-N-(tert-butoxycarbonyl)-4-(1-hydroxy-1-methylethyl)-2,2,4-trimethyloxazolidine 
• 72968-03-7 (3R,6S)-3-<(1-Hydroxy-1-methyl)ethyl>-2,5-dimethoxy-3,6-dimethyl-3,6-dihydropyrazin 
• 530113-19-0 (R)-(2-hydroxy-1-hydroxymethyl-1,2-dimethylpropyl)carbamic acid benzyl ester 
• 530113-16-7 (R)-N-(tert-butoxycarbonyl)-4-(1-hydroxy-1-methylethyl)-2,2,4-trimethyloxazolidine 

Relevant academic research and scientific papers

Synthesis of enantiopure (αMe)Dip and other α-methylated β-branched amino acid derivatives

This report describes the synthesis of the two enantiomerically pure α-methylated β-branched phenylalanine derivatives, (S)- and (R)-α-methyl-β,β-diphenylalanine - (αMe)Dip - starting from the chiral building blocks (R)- and (S)-N-Boc-N,O-isopropylidene-α

Asymmetric Syntheses via Heterocyclic Intermediates, X. - Enantioselective Synthesis of (2R)-2-Methylserines

Aldehydes and ketones react with the lithiated bislactim ether 3 of cyclo-(L-Ala-L-Ala) with 81 to >95percent asymmetric induction (d.e. = diastereomeric excess) at C-3; (R) configuration is formed predominantly. - A model concept for the asymmetric induction is proposed. - With aldehydes or unsymmetrical ketones C-7 of the adducts 6 becomes a chiral center, too. (R) configuration is induced here with d. e. 47 - 73percent.Hydrolysis of the addition products 6 (0.25 N HCl, room temperature) gives L-Ala-OCH3 and (2R)-2-methylserine methyl esters 7.Both compounds can be separated either at the ester stage by distillation or - if 7 is thermolabile - after further hydrolysis at the amino acid stage.