97673-81-9

Upstream product

• 951172-59-1 (2S,4S)-3-benzyloxycarbonyl-4-methyl-2-phenyl-4-(prop-2-enyl)oxazolidin-5-one 
• 42856-71-3 (S)-2-methylpyrrolidine-2-carboxylic acid 
• 165177-73-1 (2S,4R)-4-(tert-butyldimethylsilanyloxy)-2-methylpyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 46122-47-8 (2S,4R)-O-acetyl-4-hydroxyproline 
• 97652-00-1 (2R,5S,7R)-2-(tert-butyl)-4-oxo-3-oxa-1-azabicyclo<3.3.0>oct-7-yl acetate 
• 74-88-4 methyl iodide 
• 142796-95-0 (2S,5R,7S)-2-tert-butyl-5-methyl-4-oxo-3-oxa-1-azabicyclo<3.3.0>oct-7-yl propionate 
• 51-35-4 4R-4-hydroxyproline 

Relevant academic research and scientific papers

Studies on the selectivity of proline hydroxylases reveal new substrates including bicycles

Studies on the substrate selectivity of recombinant ferrous-iron- and 2-oxoglutarate-dependent proline hydroxylases (PHs) reveal that they can catalyse the production of dihydroxylated 5-, 6-, and 7-membered ring products, and can accept bicyclic substrates. Ring-substituted substrate analogues (such hydroxylated and fluorinated prolines) are accepted in some cases. The results highlight the considerable, as yet largely untapped, potential for amino acid hydroxylases and other 2OG oxygenases in biocatalysis.

A Designed Approach to Enantiodivergent Enamine Catalysis

The rational design and implementation of enantiodivergent enamine catalysis is reported. A simple secondary amine catalyst, 2-methyl-l-proline, and its tetrabutylammonium salt function as an enantiodivergent catalyst pair delivering the enantiomers of α-functionalized aldehyde products in excellent enantioselectivities. This novel concept of designed enantiodivergence is applied to the enantioselective α-amination, aldol, and α-aminoxylation/α-hydroxyamination reactions of aldehydes.

Synthesis of 4-hydroxy-2-methylproline derivatives via pyrrolidine ring assembly: chromatographic resolution and diastereoselective synthesis approaches

4-Hydroxy-2-methylproline diastereomers are successfully prepared without the use of an external chiral auxiliary. Dihydroxylation of the key intermediate 2 resulted in lactone 4 as a mixture of diastereomers in good yield. Mesylation, hydrogenation and c

Fluoronaphthyridines as Antibacterial Agents. 6. Synthesis and Structure-Activity Relationships of New Chiral 7-(1-, 3-, 4-, and 6-Methyl-2,5-diazabicycloheptan-2-yl)naphthyridine Analogues of 7-heptan-2-yl>-1-(1,1-d

A series of novel chiral 7-(1-, 3-, 4-, and 6-methylheptan-2-yl>-substituted naphthyridines has been prepared with the aim of obtaining good in vitro and in vivo antibacterial agents with a decrease of the pseudoallergic t

PREPARATION OF (1R,4R)-1-METHYL-2-(p-TOLUENESULFONYL)-5-PHENYLMETHYL-2,5-DIAZABICYCLOHEPTANE, INTERMEDIATE IN A SYNTHESIS OF NEW NAPHTHYRIDONES

An efficient chiral synthesis of the (1R,4R)-1-methyl-2-(p-toluenesulfonyl)-5-phenylmethyl-2,5-diazabicycloheptane (2b) was performed using trans-4-hydroxy-L-proline as starting material.This bridged piperazine was used in the preparation of new na

Alkylation in the 2-Position of (2S,4R)-4-Hydroxyproline with Retention of Configuration

O-Acetyl-4-hydroxyproline (1b) is condensed with pivalaldehyde to give a single stereoisomer of the 2-(tert-butyl)-4-oxo-3-oxa-1-azabicyclooct-7-yl acetate (3).This is converted to the enolates 4 or 5, reactions of which with alkyl halides, aldehydes, and acetone (-->6,9,10,11) are diastereoselective (lk-1,3-induction).Cleavage of the corresponding products furnishes the enantiomerically pure 2-deuterio-, 2-methyl-, 2-allyl-, and 2-benzyl-substituted 4-hydroxyprolines 2a-2d.