111491-96-4

Upstream product

• 75-16-1 methylmagnesium bromide 
• 105500-29-6 N²-(benzyloxycarbonyl)-N¹,N¹-dimethyl-L-phenylalanin-amid 
• 15196-02-8 (S)-3-[(benzyloxycarbonyl)amino]-1-diazo-4-phenyl-2-butanone 
• 1161-13-3 N-Cbz-L-Phe 
• 126027-04-1 (S)-4-Benzyloxycarbonylamino-3-oxo-5-phenyl-pentanoic acid 4-nitro-benzyl ester 
• 26049-94-5 (S)-benzyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate 
• 114744-85-3 [(S)-1-(methoxy-methyl-carbamoyl)-2-phenyl-ethyl]-carbamic acid benzyl ester 

Downstream Products

• 159153-91-0 (3S,4S)-4-(N-(benzyloxycarbonyl)amino)-3-methyl-5-phenyl-1-penten-3-ol 
• 52735-74-7 (S)-3-amino-4-phenyl-2-butanone 
• 88576-80-1 Z-Glp-Ala₃-PheCH₃ 
• 90427-76-2 Ala₃-PheCH₃, HBr 
• 88576-78-7 Z-Glp-Ala₂-PheCH₃ 
• 90427-69-3 Glp-Ala₃-PheCH₃ 
• 88576-79-8 Z-Ala₂-Ala-PheCH₃ 
• 90427-75-1 Ala₂-PheCH₃, HBr 
• 90427-68-2 Boc-Asp(OBz)-PheCH₃ 
• 88576-77-6 Glp-Ala₂-PheCH₃ 
• 90427-67-1 Ac-Ala₃-PheCH₃ 
• 88576-76-5 Z-Ala₂-PheCH₃ 
• 88576-81-2 Boc-Asp(OH)-PheCH₃ 
• 88576-75-4 Ac-Ala₂-PheCH₃ 

Relevant academic research and scientific papers

CamTHP*OH: A camphor-derived δ-lactol auxiliary for the effective desymmetrization of attached glycinamide residues. Asymmetric synthesis of α-amino carbonyl compounds

(Chemical equation presented) Stereoselective allylation of camphor and subsequent terminal hydroformylation affords a new δ-lactol auxiliary (camTHP*OH) on multigram scale. Stereoselective condensation with glycine dimethylamide and Cbz protection afford

An efficient and enantioselective synthesis of a chiral primary amine

An efficient and enantioselective method for the preparation of a chiral primary amine has been developed. Starting from N-protected L or D-amino acid the sequence involves coupling with N-methoxy-N-methylamine, acylation, olefination with potassium bis(trimethylsilyl)amide, and hydrogenation.

N-PROTECTED α-AMINOMETHYLKETONE ANALOGUES OF C-TERMINAL p-NITROBENZYL-3-KETOESTERS OF N-PROTECTED AMINO ACIDS

Hydrogenolysis of N-protected amino acid p-nitrobenzyl-3-ketoesters over palladium on charcoal in THF gave N-protected α-amino methyl ketones in 45-83percent isolated yield.

α-Amino Ketones - A Contribution to the Synthesis of Optically Active Derivatives of Amino Acids and Peptides

The synthesis of N-Z-protected methyl ketones from amino acids via the chloromethyl ketones and dehalogenation of the latter with zinc in glacial acetic acid is described.Deprotection of the methyl ketones results in the formation of hydrohalogenides of the α-aminoalkyl methyl ketones further converted to N-acylated peptide ketones as analogs of peptide hormones or as competitively acting substrate analogs of proteolytic enzymes.Aminoacetone is conveniently prepared as well as methyl-pyrrolidyl ketone and methyl-piperidyl ketone.