160002-06-2

Upstream product

• 87694-53-9 Boc-Phe-OH N,O-dimethyl hydroxamate 
• 1730-25-2 allylmagnesium bromide 
• 1826-67-1 vinyl magnesium bromide 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 2622-05-1 allylmagnesium bromide 

Downstream Products

• 160002-17-5 ((1S,2R)-1-Benzyl-2-hydroxy-2-vinyl-pent-4-enyl)-carbamic acid tert-butyl ester 
• 160002-07-3 ((1S,2S)-1-Benzyl-2-hydroxy-2-vinyl-pent-4-enyl)-carbamic acid tert-butyl ester 
• 1034089-11-6 tert-butyl (1S)-1-benzyl-2-hydroxypent-4-enylcarbamate 
• 256463-34-0 (S)-5-[(tert-butoxycarbonyl)amino]-1-hydroxy-6-phenyl-(E)-2-hexen-4-one 
• 127445-58-3 methyl (5S)-5-[(tert-butoxycarbonyl)amino]-4-oxo-6-phenyl-hexanoate 
• 135130-98-2 (4R)-4-{1-[(S)-(tert-butoxycarbonyl)amino]-2-phenylethyl}-γ-butyrolactone 
• 134210-25-6 (4R,5S)-5-[(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-(E)-2-hexenoate 
• 134210-24-5 methyl (4S,5S,2E)-5-amino-N-<(tert-butyloxy)carbonyl>-4-hydroxy-6-phenyl-2-hexanoate 
• 144075-70-7 methyl (4R,5S)-5-[(tert-butoxycarbonyl)amino]-4-fluoro-6-phenyl-(E)-2-hexenoate 
• 144075-71-8 methyl (2R,3S)-3-benzyl-1-tert-butoxycarbonyl-2-(2-methoxycarbonyl-(E)-ethenyl)-aziridine 
• 256463-36-2 methyl (2S,3S)-3-benzyl-1-tert-butoxycarbonyl-2-[2-methoxycarbonyl-(E)-ethenyl]-aziridine 
• 178259-04-6 methyl (5S)-5-[N-(tert-butoxycarbonyl)amino]-4-oxo-6-phenyl-(E)-2-hexenoate 
• 256463-35-1 methyl (4S,5S)-5-[(tert-butoxycarbonyl)amino]-4-fluoro-6-phenyl-(E)-2-hexenoate 
• 256463-40-8 methyl (5S)-5-[(tert-butoxycarbonyl)amino]-4,4-difluoro-6-phenyl-hexanoate 

Relevant academic research and scientific papers

A facile approach to trans-4,5-pyrrolidine lactam and application in the synthesis of nemonapride and streptopyrrolidine

An efficient approach to trans-4-hydroxylpyrrolidine lactams 1 starting from amino acid is described. The utility of this method has been demonstrated in the synthesis of antipsychotic nemonapride 3 and antiangiogenic streptopyrrolidine 4. Compared four s

A practical route to enantiopure 3-hydroxy-pyrrolidines: application to a straightforward synthesis of (-)-bulgecinine

A practical synthesis of enantiopure substituted 3-hydroxy-pyrrolidines is reported. In four steps, starting from commercially available amino acids as chiral educts, this method allows for an efficient preparation of a variety of 3-hydroxy-pyrrolidines, as well as 3-hydroxy-piperidines and azepanes. Application of this methodology for a straightforward asymmetric synthesis of (-)-bulgecinine is also described.

Synthesis of a complete series of C-4 fluorinated Phe-Gly mimetics

The complete series of Boc-protected allylic mono- and difluorinated Phe-Gly methyl ester derivatives has been synthesized using facile methods. Diastereomeric allylic alcohol derivatives were used as key intermediates, cis- And trans-aziridine derivative

Novel synthesis of a Phe-Gly E-alkene dipeptide isostere

A new strategy for the synthesis of Boc-Pheψ(E-CH=CH)Gly-OH (11) is described. The double bond is generated employing a β elimination of the mesyloxy group of 6. This elimination proves to be the key step within the synthesis. Different products are obtained dependent on the base as well as on the reaction conditions. Employing KOtBu leads to E-(5S)-(t-Butyloxycarbonylamino)-6-phenyl-1,3-hexadiene 7 whereas NaOMe causes a γ elimination resulting the aziridine 9. Diene 7 is converted into the corresponding Pheψ(E-CH=CH)Gly isostere by subsequent hydroboration and Jones oxidation.

A convergent synthesis of novel conformationally restricted HIV-1 protease inhibitors

Conformationally restricted HIV-1 protease inhibitors containing the transition state hydroxyl group in pyrrolidine or piperidine ring systems were synthesized stereoselectively utilizing the inherent stereochemistry of an amino acid derivative. A converg