158807-52-4

Upstream product

• 186581-53-3 diazomethane 
• 67-56-1 methanol 
• 218608-84-5 (S)-3-<<(tert-butoxy)carbonyl>amino>-5-phenylpentanoic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 1186668-09-6 (3S)-methyl 3-(tert-butoxycarbonylamino)-5-phenyl-2-(phenylsulfonyl)pentanoate 
• 104-53-0 3-phenyl-propionaldehyde 
• 77086-38-5 ketene t-butyldimethylsilyl methyl acetal 
• 253426-71-0 tert-butyl (3-phenyl-1-(phenylsulfonyl)propyl)carbamate 
• 158807-48-8 [(S)-1-(2-Hydroxy-ethyl)-3-phenyl-propyl]-carbamic acid tert-butyl ester 
• 158807-45-5 ((S)-1-Phenethyl-allyl)-carbamic acid tert-butyl ester 
• 154079-57-9 (2S,3S)-3-(tert-butoxycarbonylamino)-5-phenyl-1,2-pentanediol 
• 82732-07-8 Boc-L-homophenylalanine 
• 368448-91-3 methyl (3R,4E,αS)-3-(N-benzyl-N-α-methylbenzylamino)-5-phenylpent-4-enoate 
• 38447-05-1 (2E,4E)-methyl 5-phenylpenta-2,4-dienoate 

Downstream Products

• 368448-99-1 (3R,4E)-3-amino-5-phenylpent-4-enoic acid 
• 368448-95-7 methyl (3R,4E)-3-(N-tert-butoxycarbonylamino)-5-phenylpent-4-enoate 
• 368448-97-9 (3R,4E)-3-(N-tert-butoxycarbonylamino)-5-phenylpent-4-enoic acid 
• 170726-18-8 methyl (3S)-3-amino-5-phenylpentanoate 

Relevant academic research and scientific papers

Disulfonimide-catalyzed asymmetric synthesis of β3-amino esters directly from N-Boc-amino sulfones

An asymmetric Mannich reaction of silyl ketene acetals with N-Boc-amino sulfones has been developed. A chiral disulfonimide efficiently catalyzes both the in situ generation of the corresponding N-Boc imines and the asymmetric Mannich reaction with excellent yields and enantioselectivities. Kinetic studies confirm a proposed stepwise mechanism.

Catalytic enantioselective conjugate addition of carbamates

Catalytic, asymmetric conjugate addition of carbamates to enoyl systems has been realized for the first time, providing a two-step access to virtually enantiopure N-protected β-amino acids. Copyright

Divergent reaction pathways in amine additions to β-lactone electrophiles. An application to β-peptide synthesis

β-Lactone electrophiles are subject to regioselective addition-elimination (AE) or SN2 ring opening with various nitrogen-based nucleophiles. Primary and secondary amines promote AE ring opening to deliver products that are the functional equiv

Serine-threonine protein phosphatase inhibitors derived from nodularin: Role of the 2-methyl and 3-diene groups in the Adda residue and the effect of macrocyclic conformational restraint

In order to probe the effect upon macrocycle conformation and PP1cat enzyme inhibition of structural changes to nodularin, specific replacements for the Adda residue were introduced. Two new analogues, cyclo[-(3S,E)-3-phenylethenyl-3-aminopropa

Identification and initial structure-activity relationships of a novel class of nonpeptide inhibitors of blood coagulation factor Xa

The discovery and some of the basic structure-activity relationships of a series of novel nonpeptide inhibitors of blood coagulation Factor Xa is described. These inhibitors are functionalized β-alanines, exemplified by 2a. Docking experiments placing 2a in the active site of Factor Xa implied that the most expeditious route to enhancing in vitro potency was to modify the group occupying the S3 site of the enzyme. Increasing the hydrophobic contacts between the inhibitor and the enzyme in this region led to 8, which has served as the prototype for this series. In addition, an enantioselective synthesis of these substituted β-alanines was also developed.

A Concise Enantioselective Synthesis of Allylamines and N-Boc-β-Amino Acids

A new and efficient enantioselective synthesis of allylamines and N-Boc-β-amino acids has been developed.Starting from enantiomerically enriched N-diphenylmethyl-3-amino-1,2-diols, allylamines are easily obtained by a Corey-Hopkins deoxygenative protocol.After a change in the nitrogen protecting group, the resulting N-Boc allylamines are converted into β-amino acids by hydroboration with 9-BBN followed by oxidation with PDC in DMF.