479617-95-3

Upstream product

• 150258-69-8 1,2-bis(benzyloxy)-4-(bromomethyl)benzene 
• 81477-94-3 N-(diphenylmethylene)glycine tert-butyl ester 
• 1699-59-8 3,4-dibenzyloxybenzyl chloride 

Downstream Products

• 314734-18-4 (S)-tert-butyl 3,4-dibenzyloxyphenylalaninate 
• 156275-69-3 L-3,4-dihydroxyphenylalanine tert-butyl ester 

Relevant academic research and scientific papers

Polymeric chiral phase-transfer catalysts derived from cinchona alkaloids for enantioselective synthesis of α-amino acids

A series of dimeric/trimeric chiral quaternary ammonium salts derived from cinchona alkaloids were designed as efficient and practical chiral phase-transfer catalysts (PTCs). Presented are the details on the development of the dimeric PTCs for the synthesis of optically active α-amino acid derivatives and the optimization of the reaction variables suitable for the dimeric PTCs. The 1,3-phenyl- and the 2,7-naphthyl-linked dimeric PTCs showed excellent catalytic capability on the reactivity and enantioselectivity in the catalytic phase-transfer alkylation of N-(diphenylmethylene)glycine tert-butyl ester (1). A variety of α-amino acid derivatives were obtained with high enantiopurities using the dimeric PTCs, especially the 2,7-naphthyl-dimer 41, in a very practical manner.

Design of N-spiro C2-symmetric chiral quaternary ammonium bromides as novel chiral phase-transfer catalysts: Synthesis and application to practical asymmetric synthesis of α-amino acids

A series of C2-symmetric chiral quaternary ammonium bromides 10 and 11 have been designed as a new, purely synthetic chiral phase-transfer catalyst, and readily prepared from commercially available optically pure 1,1′-bi-2-naphthol as a basic c

Highly enantioselective and practical cinchona-derived phase-transfer catalysts for the synthesis of α-amino acids

A new class of naphthalene-based dimeric cinchona alkaloids 1 are very efficient and practical phase-transfer catalysts in the alkylation of a glycine derivative. The mild reaction conditions and the high catalytic efficiency (high yields and ee values) could make these alkaloids practical catalysts in the industrial synthetic process for natural and nonnatural chiral α-amino acids.

An unusual electronic effect of an aromatic-F in phase-transfer catalysts derived from cinchona-alkaloid.

[structure: see text] Various N-benzylcinchonidinium salts were prepared to study electronic factors in the catalytic enantioselective phase-transfer alkylation of glycine anion equivalent. An ortho-fluoro substituent on the benzyl group in the quaternary

Design of new, chiral phase-transfer catalysts for practical, catalytic asymmetric synthesis

Structurally rigid, chiral spiro ammonium salts of type 1 derived from commercially available (S)-binaphthol have been designed as a new C2-symmetric chiral phase-transfer catalyst and successfully applied to the highly efficient, catalytic enantioselective alkylation of tert-butyl glycinate Schiff base under mild phase-transfer conditions to furnish a-alkyl-oc-amino acids and α,α-dialkyl-α-amino acids with excellent enantioselectivity. These ammonium salts have been also utilized for the in situ generation of chiral quaternary ammonium fluorides.