54917-78-1

Upstream product

• 108932-57-6 trimethyl phenylorthopropiolate 
• 67-56-1 methanol 
• 4440-01-1 lithium phenylacetylide 
• 536-74-3 phenylacetylene 
• 645-59-0 dihydrocinnamonitrile 
• 83421-80-1 3-phenylpropanoyl azide 
• 138723-90-7 2,5-dihydro-2,2-dimethoxy-5,5-dimethyl-1,3,4-oxadiazole 

Downstream Products

• 206438-90-6 (1R,2S,6R,7S)-1,10,10-Trimethyl-4-phenethyl-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]dec-4-ene 5-oxide 
• 103-25-3 3-phenylpropanoic acid methyl ester 
• 51216-35-4 3-(4'-chlorophenyl)-5-(1'-ethoxy-3'-phenylpropylidene)-rhodanine 
• 1187194-80-4 (S,S)-3-acetoxy-2-methoxy-2-(2-phenylethyl)-4-phenyloxazolidine 
• 158424-91-0 2-Methyl-3-phenethyl-5-phenyl-2,5-dihydro-1H-benzo[e][1,3]diazepin-7-ylamine 
• 206438-96-2 Acetic acid (R)-2-phenyl-1-((1R,2S,6R,7S)-1,10,10-trimethyl-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]dec-4-en-4-yl)-ethyl ester 
• 27000-00-6 methyl 2-hydroxy-3-phenylpropionate 
• 828-01-3 D-phenyllactic acid 

Relevant academic research and scientific papers

New entry into β-lactams via reaction of dimethoxycarbene with isocyanates

Highly substituted β-lactams have been isolated as the major product of the reaction of dimethoxycarbene with selected isocyanates. This reaction offers the potential for rapid access into a variety of highly functionalized species.

Chemoenzymatic synthesis of a series of 4-substituted glutamate analogues and pharmacological characterization at human glutamate transporters subtypes 1-3

A series of nine L-2,4-s;yrc-4-alkylglutamic acid analogues (1a-i) were synthesized in high yield and high enantiomeric excess (>99% ee) from their corresponding 4-substituted ketoglutaric acids (2a-i), using the enzyme aspartate aminotransferase (AAT) from pig heart or E. coli. The synthesized compounds were evaluated as potential ligands for the glutamate transporters EAAT1, EAAT2, and EAAT3 (excitatory amino acid transporter, subtypes 1-3) in the FLIPR membrane potential (FMP) assay. We found a distinct change in the pharmacological profile when the 4-methyl group (compound 1a, an EAAT1 substrate and EAAT2,3 inhibitor) was extended to a 4-ethyl group, compound 1b, as this analogue is an inhibitor at all three subtypes, EAAT1-3. Furthermore, we conclude that both large and bulky hydrophobic substituents in the 4-position of L-2,4-syn Glu are allowed by all three glutamate transporter subtypes EAAT1-3 while maintaining inhibitory activity.

C-C bond formation between Fischer carbene complexes and allylic alcohols by a [3,4] sigmatropic rearrangement promoted by a [1,2] M(CO)5 shift

A [1,2] M(CO)s shift promotes a [3,4] sigmatropic rearrangement after the addition of allylic alcohols to Fischer alkenylcarbene complexes of tungsten or chromium in the presence of alkoxide ions. This opens a new synthetic route to the adducts 1. The reaction is also applicable to propargylic alcohols. [M] = Mo(CO)5, W(CO)5.

Synthetic Routs to the Piperolides, Faydenolides, Epoxypiperolides, and Related Compounds

Syntheses of the piperolides, the faydenolides, epoxypiperolide, and related compounds are described. (+/-)-Narthogenin is also efficiently produced.