81703-29-9

Upstream product

• 492-41-1 (1R,2S)-norephedrine 
• 108-24-7 acetic anhydride 
• 14838-15-4 u-2-amino-1-phenylpropan-1-ol 
• 54680-46-5 norephedrine 
• 126188-49-6 (1S,2S)-N-<(2-Hydroxy-2-phenyl)-1-methyl-ethyl>-acetamid 
• 19220-93-0 pentafluorophenyl acetate 

Downstream Products

• 57760-14-2 (S)-(-)-N-acetyl-α-methylphenylethylamine 
• 492-39-7 (1S,2S)-2-amino-1-phenylpropanol 
• 51-64-9 dexamfetamine 
• 81703-28-8 N-<(1R,2S)-(-)-norephedrine>methylamide 
• 117465-77-7 (1RS:2RS)-2-amino-1-(4-nitro-phenyl)-propanol-⁽¹⁾ 

Relevant academic research and scientific papers

Chiral DNA gyrase inhibitors. 3. Probing the chiral preference of the active site of DNA gyrase. Synthesis of 10-fluoro-6-methyl-6,7-dihydro-9- piperazinyl-2H-benzo[a]quinolizin-20-one-3-carboxylic acid analogues

In pursuit of an apparent literature anomaly, S- and R-6-methyl-6,7- dihydro-2H-benzo[a]-quinolizin-2-one-3-carboxylic acids (12 and 22) were synthesized by an unambiguous route from optically active norephedrines, and their antibacterial potencies were measured. Against Gram-negative microorganisms and DNA gyrase a preference for S-absolute configuration was found whereas R-absolute stereochemistry was more active against Gram-positives. These results are in partial conflict with an earlier report. In an attempt to enhance potency, racemic 10-fluoro-9-piperazinyl (35) and related analogues were synthesized by a novel route. The latter analogues were surprisingly unimproved in potency. The implications of these findings are briefly discussed.

Aeruginoguanidines 98-A-98-C: Cytotoxic unusual peptides from the cyanobacterium Microcystis aeruginosa

Aeruginoguanidines 98-A-98-C (1-3) were isolated from the cyanobacterium Microcystis aeruginosa (NIES-98). The structures of aeruginoguanidines 98-A-98-C (1-3) were determined by two-dimensional 1H-1H and 1H-13C NMR correlation experiments and confirmed by mass spectral analysis. The absolute stereochemistry of 1, consisting of Hphpa trisulfate (1-(4-hydroxy-3-hydroxymethyl)phenyl-1-hydroxy-2-propylamine 4′,3′,1-tri-O-sulfate), MpArg (Nα-methyl-Nω-prenylarginine) and MgArg ((Z)-Nα-methyl-Nω-geranylarginine), was determined by the NMR analyses of phenylglycine methyl ester (PGME) or Boc phenylglycine (BPG) derivatives of acid hydrolysates. These compounds showed moderate cytotoxicity against the P388 murine leukemia cells.

MISE EN EVIDENCE PAR RMN-(1)H ET -(13)C D'ISOMERISME Z/E ET D'EQUILIBRE CONFORMATIONNEL SUR UNE SERIE DE DERIVES MONO- ET DIACETYLES DE 2-ALKYLAMINO-1-PHENYLPROPAN-1-OLS

(1)H- and (13)C NMR studies of mono- and diacetylated-erythro- and threo-2-alkylamino-1-phenylpropan-1-ols, C6H5CHOHCHNHRCH3 (R = H, CH3, C2H5 AND i-C3H7) show that the series exhibit Z/E isomerism about the C-N amide bond.The Z/E ratio increases in the monoacetylated series CH3 1-C2 and N-C2 bonds.In the Z configuration, the conformer Z-s-syn where the proton H-2 is syn with the N-alkyl substituent predominates.