908129-34-0

Upstream product

• 578-66-5 8-amino quinoline 
• 32150-91-7 phthaloyl-L-phenylalanyl chloride 
• 14148-42-6 8-hydrazinoquinoline 
• 5123-55-7 Nα-phthaloyl-L-phenylalanine 
• 85-44-9 phthalic anhydride 
• 63-91-2 L-phenylalanine 
• 908129-33-9 (S)-2-(1,3-dioxoisoindolin-2-yl)-N-(quinolin-8-yl)propanamide 
• 591-50-4 iodobenzene 
• 4306-25-6 (S)-2-phthalimidopropionyl chloride 
• 22509-74-6 N-ethoxycarbonylphthalimide 
• 4192-28-3 Phth-L-Ala-OH 

Downstream Products

• 1380433-20-4 2S,3S-N-(2-phthalimido-3-phenyl-3-(thiophene-2-yl)propionyl)-8-aminoquinoline 
• 1380433-27-1 C₂₆H₁₈⁽²⁾HN₃O₃ 
• 4024-28-6 2-oxo-1,2,5,6-tetrahydro-4H-imidazo<4,5,1-ij>quinoline 
• 5123-55-7 Nα-phthaloyl-L-phenylalanine 
• 21946-94-1 (S)-2-(1,3-dioxoisoindolin-2-yl)-3-phenylpropanamide 

Relevant academic research and scientific papers

Palladium-catalyzed trifluoroacetate-promoted mono-arylation of the β-methyl group of alanine at room temperature: Synthesis of β-arylated α-amino acids through sequential C-H functionalization

We report a highly efficient and practical protocol for palladium-catalyzed N-quinolylcarboxamide (AQ)-directed arylation of the unactivated β-C(sp3)-H bonds of alanine with aryl iodides at room temperature. For the first time, a broad range of easily accessible aryl iodides can be installed onto the β-methyl group of AQ-coupled phthaloyl alanine mono-selectively, providing both natural and unnatural aromatic α-amino acids. Access to these mono-arylated compounds enables subsequent AQ-directed diastereoselective C-H functionalization, allowing the preparation of various β-disubstituted aromatic α-amino acids in a programmable manner.

Novel acetoxylation and C-C coupling reactions at unactivated positions in α-amino acid derivatives

Under special conditions, N-phthaloyl-α-amino acid amides of 8-aminoquinoline can be either acetoxylated or arylated selectively at the β-carbon. In certain cases, arylation can be effected at the γ-carbon.

Sulfonamide-promoted palladium(II)-catalyzed alkylation of unactivated methylene C(sp3)-H bonds with alkyl iodides

The alkylation of unactivated b-methylene C(sp3)-H bonds of a-amino acid substrates with a broad range of alkyl iodides using Pd(OAc)2 as the catalyst is described. The addition of NaOCN and 4-Cl-C6H4SO2/s

Amino acid chiral ligand containing bidentate coordination group, chiral catalyst, and corresponding preparation methods and applications thereof

The present invention relates to an amino acid chiral ligand containing a bidentate coordination group, a chiral catalyst, and corresponding preparation methods and applications thereof. The chiral ligand is prepared from a cheap and easily available amino acid, and the development of the chiral ligand can improve the diversity of the chiral ligand. The chiral Ir (III) catalyst is simply and efficiently prepared from the chiral ligand only through a one-step reaction. The chiral Ir (III) catalyst is characterized in that a bidentate guiding group is introduced to an amino acid framework to change the original coordination mode of the amino acid and Ir in order to enhance the chiral control ability of the amino acid to the Ir(III) catalyst. The chiral Ir(III) catalyst is designed and synthesized for the first time, and the selectivity reaches up to 99% ee when the catalyst is successfully applied to the high-efficiency asymmetric synthesis of chiral gamma-cyclolactam, so the catalyst has superior stereo control ability.

Palladium-catalyzed direct intermolecular silylation of remote unactivated C(sp3)-H bonds

An efficient and convenient method has been developed to achieve direct silylation of unactivated remote primary or secondary C(sp3)-H bonds to form C-Si bonds with hexamethyldisilane (HMDS). This method highlights the emerging strategy to transform unactivated methyl or methylene into versatile functional groups in organic synthesis and provides a new method to construct functionalized C-Si bonds for synthetic chemistry.

Divergent and Stereoselective Synthesis of β-Silyl-α-Amino Acids through Palladium-Catalyzed Intermolecular Silylation of Unactivated Primary and Secondary C?H Bonds

A general and practical PdII-catalyzed intermolecular silylation of primary and secondary C?H bonds of α-amino acids and simple aliphatic acids is reported. This method provides divergent and stereoselective access to a variety of optical pure

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

Nonnatural amino acid synthesis by using carbon-hydrogen bond functionalization methodology

Taking direction well: Substituted phenylalanine derivatives were prepared by C-H bond functionalization (see scheme). The syntheses are highly convergent and employ an N-phthaloylalanine with a 2-thiomethylaniline directing group. The use of an 8-aminoquinoline directing group allows for the diarylation of methyl and the diastereoselective arylation of methylene groups. Copyright