37513-14-7

Upstream product

• 37524-38-2 (S)-2-Acetylamino-5-[benzyloxy-(toluene-4-sulfonyl)-amino]-pentanoic acid phenylamide 
• 161264-09-1 (2R)-N-<(2S)-5--2-<amino>pentanoyl>bornane-10,2-sultam 
• 161264-04-6 (2R)-N-<(2S)-2-<amino>-5-chloropentan-1-oyl>bornane-10.2-sultam 
• 37524-37-1 2-Acetylamino-5-[benzyloxy-(toluene-4-sulfonyl)-amino]-pentanoic acid 
• 91229-90-2 α-tert-butyl N^α-(tert-butyloxycarbonyl)-N^δ-tosyl-N^δ-(benzyloxy)-L-ornithine 
• 91229-86-6 tert-butyl (S)-2-<(tert-butyloxycarbonyl)amino>-5-bromopentanoate 
• 80165-23-7 2-Amino-pentanedioic acid 5-benzyl ester 1-tert-butyl ester 
• 28812-54-6 α-tert-butyl γ-benzyl N^α-(tert-butyloxycarbonyl)-L-glutamate 
• 24277-39-2 α-tert-butyl N^α-(tert-butyloxycarbonyl)-L-glutamate 
• 1676-73-9 glutamic acid γ-benzyl ester 
• 90194-99-3 tert-butyl (S)-2-<(tert-butyloxycarbonyl)amino>-5-hydroxypentanoate 

Relevant academic research and scientific papers

Asymmetric alkylations of a sultam-derived glycine equivalent: Practical preparation of enantiomerically pure α-amino acids

Alkylation of the chiral glycine derivative 2 with 'activated' organohalides under ultrasound-assisted phase-transfer catalysis or with activated and nonactivatcd organohalides in anhydrous medium provides (mostly crystalline) alkylation products 3. Acidic hydrolysis of the pure products 3 gives (aminoacyl)sultams 4 which by mild saponification furnish pure α-amino acids 5 in good overall yields from 2, along with recovered auxiliary 1 (Scheme 1). Pure ω-protected α,ω-diamino acids and α-amino-ω-(hydroxyamino)acids 12-16 are readily accessible from (ω-haloacyl)sultams 3 via reaction with N-nucleophiles followed by acidic and basic hydrolyses (Scheme 2). A reliable determination of the enantiomeric purity of α-amino acids using HPLC analysis of their N-(3,5-dinitrobenzoyl)prolyl derivatives 17 is presented.