1217265-45-6

Basic information

• Product Name: methyl (2S)-2-acetamido-3-(2-phenyl-1H-indol-3-yl)propanoate
• Synonyms: methyl (2S)-2-acetamido-3-(2-phenyl-1H-indol-3-yl)propanoate
• CAS NO: 1217265-45-6
• Molecular Weight: 336.39
• Mol File: 1217265-45-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: methyl (2S)-2-acetamido-3-(2-phenyl-1H-indol-3-yl)propanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (2S)-2-acetamido-3-(2-phenyl-1H-indol-3-yl)propanoate(1217265-45-6)
• EPA Substance Registry System: methyl (2S)-2-acetamido-3-(2-phenyl-1H-indol-3-yl)propanoate(1217265-45-6)

Safety Data

• Hazardous Substances Data: 1217265-45-6(Hazardous Substances Data)

Upstream product

• 7524-52-9 (S)-tryptophan methyl ester hydrochloride 
• 73-22-3 L-Tryptophan 
• 717-74-8 1,3,5-triisopropyl benzene 
• 215527-70-1 2,3,4,5,6-pentadeuteriumbenzeneboronic acid 
• 2824-57-9 N-acetyl-L-tryptophan methyl ester 
• 98-80-6 phenylboronic acid 
• 312727-69-8 phenyl(2,4,6-triisopropylphenyl)iodonium trifluoromethanesulfonate 
• 144930-50-7 mesityl(phenyl)iodonium triflouromethanesulfonate 
• 948-65-2 2-phenyl-indole 
• 35356-70-8 Methyl 2-acetamidoacrylate 
• 591-50-4 iodobenzene 

Downstream Products

• 1363261-98-6 C₁₈H₁₈N₂O₂ 
• 1363262-03-6 C₂₀H₂₀N₂O₄ 
• 911650-22-1 C₁₉H₁₈N₂O₃ 

Relevant articles and documents

Access to Benzazepinones by Pd-Catalyzed Remote C-H Carbonylation of γ-Arylpropylamine Derivatives

A general method for the construction of seven-membered rings through Pd-catalyzed C(sp2)-H carbonylation at the remote ?-position of γ-arylpropylamine derivatives, including chiral α-amino acids, has been developed using Mo(CO)6 as the CO source, furnishing richly functionalized benzo[c]azepin-1-one derivatives. The readily removable N-SO2Py protecting/directing group provides high levels of chemo-, regio- and diastereoselectivity. Furthermore, this method is amenable to the postsynthetic modification of complex molecules such as small peptides.

Unified mild reaction conditions for C2-selective Pd-catalysed tryptophan arylation, including tryptophan-containing peptides

Pd-mediated C-H bond functionalisation protocols have been designed and developed on tryptophan derivatives and tryptophan-containing peptides. The examination of different arylation reactions (three sets of different conditions A-C), all of which are notable for their low temperatures (≤40°C), allowed identification of unified and complementary synthetic approaches toward a series of functionalised tryptophan-containing products. Tryptophan-containing peptides demonstrated to be susceptible to aromatic oxidation were successfully and selectively modified through the application of diaryliodonium salts in good yields.

Formation and propagation of well-defined Pd nanoparticles (PdNPs) during C-H bond functionalization of heteroarenes: Are nanoparticles a moribund form of Pd or an active catalytic species?

Abstract Examination of a series of C-H bond functionalization reactions of heteroarenes (e.g., indole, benzoxazole, benzthiazole, benzimidazole and purine derivatives) mediated by Pd(OAc), a commonly used C-H bond functionalization catalyst, reveals that well-defined Pd nanoparticles (PdNPs) are rapidly formed under working catalyst conditions. The PdNPs can be characterized ex situ after entrapment in a polymer matrix (polyvinylpyrrolidinone, PVP). Independently synthesized Pd(PVP)NPs are catalytically competent species, exhibiting catalyst activity commensurate with Pd(OAc) in several C-H bond functionalization reactions. Across a range of reactions, Pd concentration is a common variable, which can be linked to the propagation of PdNPs under working catalytic conditions using polar solvents like DMF, DMSO and acetic acid.