62436-70-8

Basic information

• Product Name: methyl 2-(acetylamino)-3-phenylpropanoate
• Synonyms: methyl 2-(acetylamino)-3-phenylpropanoate
• CAS NO: 62436-70-8
• Molecular Formula: C₁₂H₁₅NO₃
• Molecular Weight: 221.2524
• Mol File: 62436-70-8.mol
• Article Data: 100

Chemical Properties

• Appearance: /
• CAS DataBase Reference: methyl 2-(acetylamino)-3-phenylpropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-(acetylamino)-3-phenylpropanoate(62436-70-8)
• EPA Substance Registry System: methyl 2-(acetylamino)-3-phenylpropanoate(62436-70-8)

Safety Data

• Hazardous Substances Data: 62436-70-8(Hazardous Substances Data)

Upstream product

• 15028-44-1 DL-phenylalanine methyl ester 
• 108-24-7 acetic anhydride 
• 94413-73-7 α-Azidozimtsaeuremethylester 
• 177411-39-1 2-acetamidocinnamic acid methyl ester 
• 151-21-3 sodium dodecyl-sulfate 
• 2901-75-9 (R,S)-N-acetyl phenylalanine 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 35356-70-8 Methyl 2-acetamidoacrylate 
• 98-80-6 phenylboronic acid 
• 2018-61-3 (+)-N-acetylphenylalanine 
• 67-56-1 methanol 
• 881-90-3 4-benzylidene-2-methyl-2-oxazolin-5-one 
• 186581-53-3 diazomethane 
• 55065-02-6 N-acetamido cinnamic acid 

Downstream Products

• 10172-89-1 (R)-N-acetylphenylalanin 
• 2018-61-3 (S)-2-acetylamino-3-phenylpropanoic acid 
• 3618-96-0 (S)-N-acetylphenylalanine 
• 126694-28-8 C₁₂H₁₄N₂O₄ 
• 2901-75-9 (R,S)-N-acetyl phenylalanine 
• 21156-62-7 (R)-N-acetylphenylalanine methyl ester 
• 2361-98-0 butyl 2-acetylamino-3-phenylpropanoate 
• 63-91-2 L-phenylalanine 
• 6362-58-9 methyl phenylpyruvate 
• 7376-89-8 AcFNH₂ 
• 521301-14-4 methyl (RS)-2-(5-methyl-1-tetrazolyl)-3-phenylpropionate 
• 2361-96-8 ethyl N-acetyl-(L)-phenylalaninate 

Relevant articles and documents

Chiral phosphine-phosphoramidite ester ligand as well as preparation method and application thereof

The invention provides a method for preparing a phosphine-phosphoramidite ester ligand from a chiral beta-aminophosphine intermediate and an application of the phosphine-phosphoramidite ester ligand in an asymmetric reaction. Chiral N-(2-(phosphoryl)-1-phenethyl) amide is prepared from the chiral beta-aminophosphine intermediate through an asymmetric hydrogenation reaction of (Z)-(alpha-aryl-beta-phosphoryl) alkenyl amide, and then hydrolysis reduction. The preparation method comprises the following steps: dissolving newly-prepared chlorinated phosphite in toluene, adding a solution formed by dissolving the chiral phosphine-amine compound and triethylamine in toluene into an ice-water bath according to a molar ratio of the chiral phosphine-amine compound to the chlorinated phosphite to the triethylamine of 1: (1-2): (3-5), heating the reaction solution to 18-25 DEG C, stirring and reacting for 10-30 hours, filtering, and carrying out column chromatography to remove the solvent, and recrystallizing to obtain the required phosphine-phosphoramidite ligand. According to the present invention, the asymmetric hydrogenation reaction of the catalyst formed by the ligand and the metal precursor on the double bonds such as C = C, C = N, C = O and the like can achieve the enantioselectivity of 99%; the catalyst is high in activity, and TON reaches up to 10000.

Chiral polycyclic tropane compound as well as preparation method and application thereof

The invention provides a chiral polycyclic tropane compound as well as a preparation method and application thereof. The invention specifically relates to a tropane compound shown as a formula I, or a salt thereof, or a stereoisomer thereof, or a crystal form thereof, and a preparation method and application thereof. The preparation method disclosed by the invention is simple in process, mild in reaction condition and high in yield, and the obtained product has excellent enantioselectivity and diastereoselectivity. Experiments prove that the tropane compound can effectively inhibit various tumor cells, especially lung cancer cells, melanoma cells, breast cancer cells, in-situ pancreatic cancer cells and pancreatic cancer cells, so that the compound has a wide prospect in preparation of drugs for preventing and/or treating tumors.

“Backdoor Induction” of Chirality: Trans-1,2-cyclohexanediamine as Key Building Block for Asymmetric Hydrogenation Catalysts

This paper describes the synthesis and characterization of 21 chiral monodentate ligands L, assembled of three building blocks utilizing amide bonds: a metal binding triphenylphosphine, a chiral cyclic diamine and an additional substituent for fine-tuning the steric and/or electronic properties. Cis square-planar metal complexes of RhI and PtII with ML2 stoichiometry have been prepared and characterized by spectroscopic methods (NMR, IR, UV-Vis, CD) and DFT calculations. A key feature of the metal complexes is a prochiral metal coordination sphere and “backdoor induction” of chirality from a distant chiral source via an outer-coordination sphere, well-defined by aromatic stacking and hydrogen-bonding. The rhodium complexes were used as catalysts in asymmetric hydrogenation of α,β-dehydroamino acids with excellent yield and selectivity (up to 97 % ee), strongly supporting the “backdoor induction” hypothesis.