152359-60-9

Upstream product

• 152359-71-2 ((S)-1-Benzyl-3,3-dihydroxy-2-oxo-propyl)-carbamic acid tert-butyl ester 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 68709-71-7 tert-butyl 4-bromo-3-oxo-1-phenylbutan-2-ylcarbamate 
• 924-44-7 glyoxylic acid ethyl ester 
• 176504-90-8 dimethyl [(3S)-4-phenyl-3-[N-(tert-butyloxycarbonyl)amino]-2-oxobutyl]phosphonate 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 60398-41-6 (3S)-tert-butyl 1-benzyl-3-diazo-2-oxopropylcarbamate 
• 51987-73-6 (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 63-91-2 L-phenylalanine 

Downstream Products

• 99113-33-4 (E)-(4S,5S)-5-tert-Butoxycarbonylamino-4-hydroxy-6-phenyl-hex-2-enoic acid ethyl ester 
• 1160175-53-0 ethyl (4S,5S,2E)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-4-(trifluoromethyl)hex-2-enoate 

Relevant academic research and scientific papers

Amino acid-based synthesis of trifluoromethylalkene dipeptide isosteres by alcohol-assisted nucleophilic trifluoromethylation and organozinc-copper- mediated SN2′ alkylation

(Chemical Equation Presented) A novel synthetic approach to Xaa-Yaa-type (Z)-trifluoromethylalkene dipeptide isostere (CF3-ADI) has been developed. Starting from readily available L-phenylalanine and L-alanine, several CF3-ADIs were obtained through nucleophilic trifluoromethylation of γ-keto esters and SN2′ alkylation of trifluoromethylated mesylates. The influence of a trifluoromethyl group on the diastereoselectivity of the SN2′ reaction is also discussed.

Synthesis of novel keto-ACE analogues as domain-selective angiotensin I-converting enzyme inhibitors

Novel analogues of the angiotensin I-converting enzyme (ACE) inhibitor keto-ACE were synthesized via a facile Horner-Emmons olefination of a phosphonoketone precursor with ethyl glyoxylate. Introduction of a bulky aromatic tryptophan at the P2

Peptide inhibitors of aspartic proteinases with hydroxyethylene isostere replacement of peptide bond. I. Preparation of four diastereoisomeric (2R or 2S, 4R or 4S, 5S)-2-benzyl-5-[(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenylhexanoic acids

By two separate routes were prepared four diastereoisomers of (2R or 2S,5R or 5S)-3-benzyl-5-{(1S)-[(tert-butoxycarbonyl)amino]-2-phenylethyl}tetrahydrofuran- 2-ones (11, 12, 17 and 18). Since the furanones were derived from (S)-phenylalanine, absolute co

Rhodium-Catalysed Redox Isomerization of Hydroxy Alkynes to Trans Keto and Hydroxy Vinyl Esters. A Short and Stereoselective Synthesis of Dipeptide Isosters

Tris(triphenylphosphine)Rhodium(I) Chloride in the presence trialkyl phosphine catalyses the isomerization of hydroxy alkynes to unsaturated trans keto and hydroxy esters depending on the nature of the phosphine.Dipeptide isosters were obtained in an efficient manner by the application of this methodology.

Oxidation of α-Diazoketones derived from L-Amino Acids and Dipeptides using Dimethyldioxirane. Synthesis and Reactions of Homochiral N-Protected α-Amino Glyoxals

Homochiral N-protected α-amino glyoxals are readily accessible by oxidation of α-diazoketones derived from natural amino acids and dipeptides using dimethyldioxirane in acetone; the glyoxals can be trapped efficiently in reactions such as Wittig olefinati