62045-88-9

Upstream product

• 67-56-1 methanol 
• 28687-81-2 2,4-diphenyl-4H-oxazol-5-one 
• 24461-61-8 (R)-Phenylglycine methyl ester 
• 70326-37-3 phenyl(2-thioxothiazolidin-3-yl)methanone 
• 952524-02-6 (S)-1-benzoyl-2-(α-acetoxyethyl)benzimidazole 
• 24461-61-8 phenylglycine methyl ester 
• 98-88-4 benzoyl chloride 
• 22979-35-7 Methyl phenyldiazoacetate 
• 55-21-0 benzamide 
• 1176540-37-6 (1S,1'S)-1,1'-(1-benzoyl-1H-1,2,4-triazole-3,5-diyl)-bis(ethane-1,1-diyl) dibenzoate 
• 15028-40-7 DL-2-phenylglycine methyl ester hydrochloride 
• 875-74-1 (R)-phenylglycine 

Relevant academic research and scientific papers

A novel method for synthesizing N-alkoxycarbonyl aryl α-imino esters and their applications in enantioselective transformations

A new strategy for the synthesis of N-alkoxycarbonyl aryl α-imino esters in the presence of dirhodium tetraacetate [Rh2(OAc) 4] is reported to produce the desired compounds in high yield (up to 96%) under mild reaction conditions. The application of the synthetic method is demonstrated in enantioselective reduction and Friedel-Crafts reaction of indoles to afford the corresponding chiral arylglycines and indole derivatives, respectively, in high yield and excellent ee. Copyright

Chiral 1,2,4-triazoles: stereoselective acylation and chlorination

Acyl groups are transferred from diverse N- and O-acyl derivatives of chiral 3,5-bis-(1-hydroxyethyl)-[1,2,4]-triazole to amino acid esters enantioselectively, with 7% to 68% ee, depending on the temperature conditions and nature of the reagents. Thionyl

Enantioselective benzoylation of α-amino esters using (S)-1-benzoyl-2-(α-acetoxyethyl)benzimidazole, a chiral benzimidazolide

(Chemical Equation Presented) A new chiral benzimidazolide is developed as a nonenzymatic acylating agent for enantioselective benzoylation of racemic α-amino esters. The process is highly efficient, which exhibits uniformly high enantioselectivity for α-amino esters with or without aryl substituents under mild reaction conditions. The chiral benzimidazolide is inexpensive and is easily accessible.

β-isocupreidine-catalyzed asymmetric Baylis-Hillman reaction of imines

(Matrix presented) β-Isocupreidine (β-ICD)-catalyzed asymmetric Baylis-Hillman reactions of aromatic imines with 1,1,1,3,3, 3-hexafluoroisopropyl acrylate (HFIPA) give (S)-enriched N-protected-α -methylene-β-amino acid esters. In contrast to the corresponding aldehydes, imines show the opposite enantioselectivity. A mechanistic proposal governed by hydrogen bonding is presented.

Efficient and selective cleavage of t-butoxycarbonyl group from carbamates and amides by CeCl3·7H2O-NaI

A highly selective cleavage of the t-butoxycarbonyl group has been achieved in high yields using CeCl3·7H2O-NaI in acetonitrile at ambient temperature under neutral conditions. This method is mild and compatible with a wide range of

Enzymatic Asymmetric Synthesis of α-Amino Acids. Enantioselective Cleavage of 4-Substituted Oxazolin-5-ones and Thiazolin-5-ones

A general enzymatic asymmetric synthesis of L-α-amino acids has been developed.This method entails the use of the Pseudomonas cepacia lipase (P-30) to catalyze the enantioselective methanolysis of a variety of 4-substituted 2-phenyloxazolin-5-one derivatives in a nonpolar organic solvent to furnish optically active N-benzoyl-L-α-amino acid methyl esters (ee = 66-98 percent), which in turn is subjected to a protease-catalyzed kinetic resolution yielding enantiomerically pure N-benzoyl-L-α-amino acids.This synergistic coupling of two enzymes allows the ready preparation of L-α-amino acids of high enantiopurity in yields greater than 50 percent, an inherent advantage over conventional resolution procedures.Two proteases were found to catalyze the enantioselective hydrolysis of a variety of 4-substituted 2-phenylthiazolin-5-one derivatives to give N-(thiobenzoyl)-L-α-amino acids of high optical purity.

A NEW CHIRAL RECOGNITION IN AMINOLYSIS OF 3-ACYL-4(R)-METHOXYCARBONYL-1,3-THIAZOLIDINE-2-THIONE WITH RACEMIC AMINES

A chiral recognition was observed in aminolysis of 3-acyl-4(R)-methoxycarbonyl-1,3-thiazolidine-2-thione 1 by racemic amine 2 to give an optically active amide (S-excess) and amine (R-excess).