174283-18-2

Usage

Uses

Used in Organic Synthesis:
D-Proline, 2-(hydroxymethyl)-5-oxo-, methyl ester (9CI) is used as a key intermediate in organic synthesis for the preparation of various chemical compounds.
Used in Pharmaceutical Research:
In pharmaceutical research, D-Proline, 2-(hydroxymethyl)-5-oxo-, methyl ester (9CI) is utilized as a building block for the synthesis of biologically active compounds, contributing to the development of new drugs.
Used in the Development of Chiral Catalysts:
D-Proline, 2-(hydroxymethyl)-5-oxo-, methyl ester (9CI) is employed as a component in the development of proline-based chiral catalysts, which are essential for asymmetric synthesis in the production of enantiomerically pure compounds.
Used in Drug Design:
D-Proline, 2-(hydroxymethyl)-5-oxo-, methyl ester (9CI) is also used in drug design, where its unique structural features and potential biological activities are leveraged to create novel therapeutic agents.
Used in Antioxidant Research:
D-Proline, 2-(hydroxymethyl)-5-oxo-, methyl ester (9CI) has been studied for its potential antioxidant properties, which could be beneficial in the development of treatments for oxidative stress-related conditions.
Used in Cellular Process Studies:
Furthermore, D-Proline, 2-(hydroxymethyl)-5-oxo-, methyl ester (9CI) has been investigated for its effects on cellular processes, which may provide insights into its potential use in modulating cellular functions for therapeutic purposes.

Upstream product

• 186581-53-3 diazomethane 
• 1055326-38-9 1-tert-butyl-2-methyl-2-(tert-butoxymethyl)-5-oxopyrrolidine-1,2-dicarboxylate 
• 190850-55-6 (3R)-5-tert-butyldimethylsiloxy-3-phenyl-1H-pyrrolo[1,2-c]oxazole 
• 224797-50-6 (2R,5R)-5-hydroxy-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octan-8-one 
• 224797-56-2 (2R,5R)-5-cyano-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octan-8-one 
• 889893-56-5 methyl (S)-4-(2-ethoxycarbonylethyl)-2-phenyl-4,5-dihydrooxazole-4-carboxylate 
• 889893-58-7 ethyl (R)-3-(4-hydroxymethyl-2-phenyl-4,5-dihydrooxazol-4-yl)propionate 
• 889893-57-6 methyl (S)-2-benzoyloxymethyl-5-oxopyrrolidine-2-carboxylate 
• 174283-09-1 (2R,4S)-3-(3-Bromo-propionyl)-2-tert-butyl-oxazolidine-4-carboxylic acid methyl ester 
• 889893-54-3 ethyl (S,E)-3-[4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-yl]acrylate 
• 889893-55-4 ethyl (S)-3-[4-(tert-butyldimethylsiloxymethyl)-2-phenyl-4,5-dihydrooxazol-4-yl]-propionate 

Downstream Products

• 924888-88-0 (S)-methyl 2-[(benzyloxy)methyl]-5-oxopyrrolidine-2-carboxylate 

Relevant academic research and scientific papers

Concise syntheses of racemic and enantiopure deoxydysibetaine

Racemic deoxydysibetaine was efficiently obtained in few steps from methyl pyroglutamate. The 2S enantiomer was synthesized from (S)-pyroglutaminol as chiral starting material, through the key intermediate (S)-2-hydroxymethylglutamic acid recently prepare

Direct asymmetric intramolecular alkylation of β-alkoxy-α-amino esters via memory of chirality

(Chemical Equation Presented) The intramolecular α-alkylation of β-alkoxy-α-amino esters derived from L-serine proceeded predominantly over β-elimination. When β-alkoxy-α-amino esters were treated with powdered CsOH in DMSO at 20 °C, α-alkoxymethyl cyclic

Nitrone [2+3]-cycloadditions in stereocontrolled synthesis of a potent proteasome inhibitor: (-)-Omuralide

(Chemical Equation Presented) A new stereocontrolled synthetic route to omuralide has been developed from methyl pyroglutamate. This route involves regio- and stereoselective N-methylnitrone 1,3-dipolar cycloadditions to appropriate pyrrolinones, β-eliminations, and highly selective hydrogenations as the main steps.

(R)-4-Hydroxymethyl-2-phenyl-4,5-dihydrooxazol-4-ylmethyl acetate: chiral building block for the synthesis of optically active α-substituted α-amino acid derivatives

(R)-4-Hydroxymethyl-2-phenyl-4,5-dihydrooxazol-4-ylmethyl acetate was efficiently obtained by lipase-catalyzed asymmetrization of the prochiral diol. (R)-4-Hydroxymethyl-2-phenyl-4,5-dihydrooxazol-4-ylmethyl acetate was converted to (R)-2-(hydroxymethyl)g

Diastereoselective syntheses of deoxydysibetaine, dysibetaine, and its 4-epimer

(±)-Deoxydysibetaine 2 and 4-epi-dysibetaine 3 were prepared in a few steps from methyl pyroglutamate through a regioselective Mannich reaction at C-2. Natural (2S,4S)-dysibetaine 1, a sponge metabolite isolated from Dysidea herbacea, and (2S)-2 were synt

Convenient synthesis of enantiopure cyclic α-hydroxyalkyl α-amino esters

The preparation of cyclic α-hydroxyalkyl α-amino esters, the ring size of which varies varies from 4 to 7 members, in enantiopure form is readily achieved by intramolecular alkylative cyclisation of oxazolidine precursors.