326667-54-3

Upstream product

• 81477-94-3 N-(diphenylmethylene)glycine tert-butyl ester 
• 106-96-7 propargyl bromide 
• 1013-88-3 Benzophenone imine 
• 27532-96-3 glycine tert-butyl ester hydrochloride 

Downstream Products

• 71460-15-6 2-amino-pent-4-ynoic acid tert-butyl ester 
• 1206598-42-6 C₃₄H₄₂N₂O₃Si 
• 1019996-20-3 C₁₅H₁₈N₂O₆S 
• 1332641-04-9 C₁₆H₂₀N₂O₆S 
• 1332641-05-0 C₁₂H₁₂N₂O₆S 
• 1332640-94-4 C₁₅H₁₇N₃O₇S 
• 198561-07-8 Fmoc-L-propargyl-Gly-OH 

Relevant academic research and scientific papers

Structural permutation of potent cytotoxin, polytheonamide B: Discovery of cytotoxic peptide with altered activity

Polytheonamide B (1) is an ion-channel forming natural peptide with a d,l-alternating 48 amino acid sequence, which is an exceedingly potent cytotoxin. We recently designed and synthesized a simplified dansylated polytheonamide mimic 2, in which six amino

Counter-rotatable dual cinchona quinuclidinium salts and their phase transfer catalysis in enantioselective alkylation of glycine imines

Dual cinchona quinuclidinium salts with a diphenyl ether linker were synthesized and used as powerful asymmetric phase transfer catalysts in the α-alkylation of imines of glycine and alanine ester with 0.01-0.1 mol% loading (17 examples, 92-99% ee). Skewed conformers of dual quinuclidiniums at TS were proposed to rationalize their high efficiencyviaDFT calculations.

Development of C2-Symmetric Chiral Spirocyclic Phase-Transfer Catalysts: Synthesis and Application to Asymmetric Alkylation of Glycinate Schiff Base

A class of C2-symmetric chiral spirocyclic phase-transfer catalysts based on tetramethyl-1,1′-spirobiindane scaffold was synthesized from commercially available bisphenol A in 12 steps with 22-25% total yields, which features a more rigid and stable backb

Accelerating Biphasic Biocatalysis through New Process Windows

Process intensification through continuous flow reactions has increased the production rates of fine chemicals and pharmaceuticals. Catalytic reactions are accelerated through an unconventional and unprecedented use of a high-performance liquid/liquid counter current chromatography system. Product generation is significantly faster than in traditional batch reactors or in segmented flow systems, which is exemplified through stereoselective phase-transfer catalyzed reactions. This methodology also enables the intensification of biocatalysis as demonstrated in high yield esterifications and in the sesquiterpene cyclase-catalyzed synthesis of sesquiterpenes from farnesyl diphosphate as high-value natural products with applications in medicine, agriculture and the fragrance industry. Product release in sesquiterpene synthases is rate limiting due to the hydrophobic nature of sesquiterpenes, but a biphasic system exposed to centrifugal forces allows for highly efficient reactions.

Dimeric cinchona ammonium salts with benzophenone linkers: Enantioselective phase transfer catalysts for the synthesis of α-Amino acids

Chiral phase transfer catalysts of dimeric cinchona ammonium salts linked with a benzophenone bridge showed high enantioselectivity in the α-Alkylation of a glycinate ester under mild industry-Applicable conditions: 0.5 mol% PTC and near equivalents of al

Heterogeneous simplified Maruoka phase-transfer catalyst tethered on poly(styrene-co-acrylamide) microsphere: Structure-activity relationship in enantioselective Α-alkylation

The covalent immobilization of valuable simplified Maruoka catalyst onto poly(styrene-co-acrylamide)microsphere at different locations was developed for the first time through the copolymerization of Maruoka catalyst-functionalized styrene with styrene an

Recoverable Dendritic Phase-Transfer Catalysts that Contain (+)-Cinchonine-Derived Ammonium Salts

Four new phosphorus dendrimeric phase-transfer catalysts are prepared that contain 12 (+)-cinchoninium salts on the surface obtained by the quaternisation of the quinuclidinic N atom. The asymmetric alkylation of a glycinate Schiff base with benzyl bromide is used as a benchmark reaction, and the dendrimeric catalyst that contains an allyl group on the O-9 hydroxy group of the cinchonine units is the most active. The recovery and reuse of the catalyst are possible for five consecutive runs without loss of activity and with only a slight decrease in enantioselectivity. If other electrophiles are used, substituted benzyl bromides give better results than other activated alkyl bromides to afford the corresponding R amino acid derivatives. A comparison of these results with those reported previously for similar cinchoninium salts shows that dendrimers could be a better support than other polymers for this type of organocatalysis.

Facile one-pot fabrication of a silica gel-supported chiral phase-transfer catalyst - N-(2-cyanobenzyl)-O(9)-allyl-cinchonidinium salt

A novel type of silica gel-supported cinchona alkaloid-based quaternary ammonium salt was prepared by available one-pot synthesis for the first time through the free radical addition of the sulfhydryl group of 3-mercaptopropyltrimethoxysilane to an exocyc

The asymmetric alkylation reaction of glycine derivatives catalyzed by the novel chiral phase transfer catalysts

Herein a new series of chiral phase transfer catalysts derived from the cinchona alkaloids were synthesized and applied in the asymmetric alkylation of glycine derivatives with high yields and moderate to excellent ee values (39.5-99.7%).

Chiral octahedral complexes of CoIII as a family of asymmetric catalysts operating under phase transfer conditions

Stereochemically inert and positively charged chiral complexes of Co III prepared from Schiff bases derived from chiral diamines and salicylaldehydes were shown to be efficient catalysts of the asymmetric phase transfer benchmark reaction of alkylation of O'Donnell's substrate with alkyl halides. The enantiomeric purities of the reaction products were up to 92%.