833484-36-9

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 188569-21-3 (R)-2-tert-Butoxycarbonylamino-2-hydroxymethyl-3-phenyl-propionic acid 
• 137967-42-1 ethyl (S)-2-(benzylideneamino)-3-phenylpropionate 
• 78843-74-0 (+/-)-α-benzylserine ethyl ester 
• 3182-93-2 (L)-phenylalanine ethyl ester hydrochloride 
• 869190-17-0 2-tert-butoxycarbonylamino-2-hydroxymethyl-3-phenyl-propionic acid ethyl ester 
• 833484-32-5 N-(tert-butoxycarbonyl)-α-hydroxymethyl-DL-phenylalanine 

Downstream Products

• 1073487-39-4 N-Boc-(S)-α-chloromethylphenylalanine 
• 1073487-43-0 N-Boc-(S)-α-bromomethylphenylalanine 
• 869190-18-1 [3-((S)-2-Acetylamino-propionylamino)-3-benzyl-2-oxo-azetidin-1-yl]-methyl-carbamic acid benzyl ester 
• 869190-14-7 1-[(N-methyl-N-benzyloxycarbonyl)-amino]-3-benzyl-3-[(tert-butoxycarbonyl)-amino]-2-azetidinone 
• 869190-28-3 2-acetylamino-N-(3-benzyl-1-methylamino-2-oxo-azetidin-3-yl)-propionamide 
• 869190-15-8 N'-(2-tert-butoxycarbonylamino-2-hydroxymethyl-3-phenyl-propionyl)-N-methyl-hydrazinecarboxylic acid benzyl ester 

Relevant academic research and scientific papers

A convenient transformation of α-alkylserines into α-halogenomethyl-α-alkylglycines

An efficient and facile synthesis of N-Boc-α-chloromethyl- and α-bromomethyl-α-alkylglycines is reported that involves cyclization of N-Boc-α-alkylserines to the corresponding β-lactones under Mitsunobu reaction conditions, followed by ring opening with anhydrous MgCl2 or MgBr2.

A general strategy for the synthesis of azapeptidomimetic lactams

A selection of azapeptidomimetics containing constraining lactam rings have been prepared by Mitsunobu cyclization of serine/homologated serine-azaalanine derivatives. These include sterically-congested β-lactams, as well as γ-butyrolactam and δ-valerolac