471259-71-9

Upstream product

• 40638-98-0 (R/S)-3-(acetylamino)-3-phenylpropanoic acid 
• 126378-84-5 (RS)-2-phenyl-2,3-dihydro-1H-pyridin-4-one 
• 864871-38-5 diethyl 2-(1-(N-tert-butoxycarbonylamino)-1-phenylmethyl)malonate 
• 19909-81-0 tris(p-methoxyphenyl)phosphite 
• 271600-36-3 N-[phenyl(toluene-4-sulfonyl)methyl]tert-butoxycarboxyamide 
• 214626-96-7 (RS)-1-benzoyl-2-phenyl-2,3-dihydro-1H-pyridin-4-one 
• 92653-04-8 ethyl 2-(acetamido(phenyl)-methyl)-3-oxobutanoate 
• 100-52-7 benzaldehyde 

Downstream Products

• 480443-48-9 3-pent-4-enoylamino-3-phenyl-propionic acid 
• 29754-04-9 ethyl 3-amino-3-phenylpropanoate hydrochloride 
• 528891-45-4 3-acryloylamino-3-phenyl-propionic acid 
• 528891-43-2 2-[2-(3-acryloylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid methyl ester 
• 528891-44-3 N-(2-{1-[1-(3-bromo-benzylcarbamoyl)-3-methyl-butylcarbamoyl]-2-phenyl-ethylcarbamoyl}-1-phenyl-ethyl)-acrylamide 
• 6300-95-4 6-phenyldihydropyrimidine-2,4(1H,3H)-dione 
• 14593-04-5 3-amino-3-phenyl-1-propanol 

Relevant academic research and scientific papers

New access to racemic β3-amino acids

A general simple procedure having the potential for large scale preparations of racemic β3-amino acids has been developed. The procedure involves base-catalyzed Michael-type addition of sodium diethyl malonate to N-Boc-α-amidoalkyl-p-tolyl sulfones in tetrahydrofuran. Hydrolysis of the adducts by refluxing with 6 M aqueous hydrochloric acid affords β3-amino acid hydrochlorides in high yield and excellent purity.

Synthesis of β-amino acids based on oxidative cleavage of dihydropyridone derivatives

(Chemical Equation Presented) A new method for the synthesis of β-amino acids based on 2,3-dihydropyridones as starting materials is presented. Conversions of 2,3-dihydropyridones with NaIO4 and subsequently with base gave the corresponding β-amino acids in a one-pot procedure. The reactions have been monitored by 1H NMR indicating that the β-amino acids were formed in quantitative yields mostly. This method appears to be of broad scope, as 2-substituted 2,3-dihydropyridones are easily accessible via N-acyliminium ions generated from 4-methoxypyridine.

Synthesis of small cyclic peptides via intramolecular Heck reactions

Tripeptides having a 3-bromobenzyl group at the C-termini and an acryloyl group at the N termini undergo efficient intramolecular Heck reactions to afford the corresponding cyclic peptides in good yields. Synthesis of two such peptides is discussed.

Synthesis of a cyclic pseudo 310 helical structure from a β-amino acid-L-proline derived tripeptide via a ring closing metathesis reaction

The combination of homo-phenylglycine (Hpg) and proline leads to the formation of a β-turn mimic, which can be transformed into a cyclic peptide using a ring closing metathesis reaction. The presence of the pentenoyl and allyl groups at the terminus of th