14380-85-9

Basic information

• Product Name: (S)-methyl 2-(1,3-dioxoisoindolin-2-yl)-3-phenylpropanoate
• Synonyms: (S)-methyl 2-(1,3-dioxoisoindolin-2-yl)-3-phenylpropanoate
• CAS NO: 14380-85-9
• Molecular Weight: 309.321
• Mol File: 14380-85-9.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: (S)-methyl 2-(1,3-dioxoisoindolin-2-yl)-3-phenylpropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-methyl 2-(1,3-dioxoisoindolin-2-yl)-3-phenylpropanoate(14380-85-9)
• EPA Substance Registry System: (S)-methyl 2-(1,3-dioxoisoindolin-2-yl)-3-phenylpropanoate(14380-85-9)

Safety Data

• Hazardous Substances Data: 14380-85-9(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 21946-94-1 (S)-2-(1,3-dioxoisoindolin-2-yl)-3-phenylpropanamide 
• 5123-55-7 Nα-phthaloyl-L-phenylalanine 
• 98654-98-9 (S)-N-methyl-2-(1,3-dioxoisoindolin-2-yl)-3-phenylpropanamide 
• 85-44-9 phthalic anhydride 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 39739-09-8 methyl (S)-2-(1,3-dioxoisoindolin-2-yl)-3-(4-hydroxyphenyl)propanoate 
• 1080-06-4 L-Tyr-OMe 
• 1582806-47-0 (S)-3-phenyl-2-phthalimido-N-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)propanamide 
• 1582806-46-9 (S)-2-phthalimido-N-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)propanamide 
• 1403251-25-1 (S)-2-(1,3-dioxoisoindolin-2-yl)-N-methoxypropanamide 
• 591-50-4 iodobenzene 
• 4306-25-6 (S)-2-phthalimidopropionyl chloride 
• 22509-74-6 N-ethoxycarbonylphthalimide 

Downstream Products

• 132785-20-7 (2R,3R)-3-bromo-N-phthaloylphenylalanine methyl ester 
• 132785-21-8 (2R,3S)-3-bromo-N-phthaloylphenylalanine methyl ester 
• 132785-26-3 (2S,3R)-3-hydroxy-N-phthaloylphenylalanine methyl ester 
• 33551-75-6 (2R)-N-phthaloyl-3-fluorophenylalanine methyl ester 
• 33551-74-5 (2S,3S)-3-hydroxy-N-phthaloylphenylalanine methyl ester 
• 6254-48-4 (2S,3R)-3-phenylserine 
• 136918-14-4 phthalimide 
• 19713-73-6 methyl (2Z)-3-phenylprop-2-enoate 
• 103-26-4 Methyl cinnamate 

Relevant articles and documents

Stereoselective synthesis of chiral α-amino-β-lactams through palladium(II)-catalyzed sequential monoarylation/amidation of C(sp 3)-H Bonds

Give Me an Ar, give Me an N! Arylation of the methyl group in a simple derivative of readily available alanine under palladium catalysis was followed by intramolecular amidation at the same position to give chiral α-amino-β-lactams with a wide range of aryl substituents (see scheme; Phth=phthaloyl). The α-amino-β-lactams were obtained in moderate to high yields with good functional-group tolerance and high diastereoselectivity. Copyright

Ligand-Enabled β-C–H Arylation of α-Amino Acids Without Installing Exogenous Directing Groups

Herein we report acid-directed β-C(sp3)-H arylation of α-amino acids enabled by pyridine-type ligands. This reaction does not require the installation of an exogenous directing group, is scalable, and enables the preparation of Fmoc-protected unnatural amino acids in three steps. The pyridine-type ligands are crucial for the development of this new C(sp3)-H arylation.

A Fluorinated Ligand Enables Room-Temperature and Regioselective Pd-Catalyzed Fluorination of Aryl Triflates and Bromides

A new biaryl monophosphine ligand (AlPhos, L1) allows for the room-temperature Pd-catalyzed fluorination of a variety of activated (hetero)aryl triflates. Furthermore, aryl triflates and bromides that are prone to give mixtures of regioisomeric aryl fluorides with Pd-catalysis can now be converted to the desired aryl fluorides with high regioselectivity. Analysis of the solid-state structures of several Pd(II) complexes, as well as density functional theory (DFT) calculations, shed light on the origin of the enhanced reactivity observed with L1.