182821-13-2

Upstream product

• 37112-31-5 levoglucosenone 
• 591-50-4 iodobenzene 
• 156848-00-9 (4S,5R)-5-(hydroxymethyl)-4-phenyldihydrofuran-2(3H)-one 
• 110-91-8 morpholine 
• 132435-60-0 (1R-(1α,5α,6α))-6-phenyl-3-oxabicyclo[3.1.0]hexan-2-one 
• 141041-95-4 <1R-(1α,2α,3α)>-2-(hydroxymethyl)-1-(4-morpholinylcarbonyl)-3-phenylcyclopropane 

Downstream Products

• 141042-66-2 <1S-(1α,2β,3α)>-2-(4-morpholinylcarbonyl)-3-phenylcyclopropanecarboxylic acid 
• 182821-14-3 (1S,2S,3R)-2-(Morpholine-4-carbonyl)-3-phenyl-cyclopropanecarbaldehyde 
• 691001-87-3 PCCG-4 
• 177187-99-4 (S)-((R)-2-Hydroxy-1-phenyl-ethylamino)-[(1S,2S,3R)-2-(morpholine-4-carbonyl)-3-phenyl-cyclopropyl]-acetonitrile 
• 182821-15-4 (R)-((R)-2-Hydroxy-1-phenyl-ethylamino)-[(1S,2S,3R)-2-(morpholine-4-carbonyl)-3-phenyl-cyclopropyl]-acetonitrile 
• 141042-06-0 (1S,2S,3R)-2-(Morpholine-4-carbonyl)-3-phenyl-cyclopropanecarboxylic acid [(S)-1-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-thiazol-4-yl-ethyl]-amide 

Relevant academic research and scientific papers

Synthesis of enantiopure cyclopropyl esters from (-)-levoglucosenone

The biorenewable chiral synthon (-)-levoglucosenone has been converted to enantiopure cyclopropyl esters using the base-promoted carbocyclisation of 4,5-epoxyvalerates. This protocol was applied to the enantiospecific synthesis of the GABAc receptor agonist (1R,2R)-trans-2-aminomethylcyclopropanecarboxylic acid ((-)-TAMP) and its enantiomer. The process was also extended to generate 1,1,2- and 1,2,3-trisubstituted cyclopropanes resulting in a formal synthesis of the selective glutamate receptor antagonist PCCG-4.

Asymmetric synthesis of enantiomerically pure (2S,1'S,2'S,3'R)-phenylcarboxycyclopropylglycine (PCCG-4): A potent and selective ligand at group II metabotropic glutamate receptors

The enantioselective synthesis of (2S,1'S,2'S,3'R)-2-(2'-carboxy-3'-phenylcyclopropyl)glycine (PCCG-4, 3), a potent and selective mGluR2 antagonist is described.

1,2,3-Trisubstituted Cyclopropanes as Conformationally Restricted Peptide Isosteres: Application to the Design and Synthesis of Novel Renin Inhibitors

The 1,2,3-trisubstituted cyclopropanes 6 and 7 are the first members of a novel class of isosteric replacements for peptide linkages that are more generally represented by the dipeptide mimics 2 and 3.These unique peptide surrogates are specifically desig