86953-80-2

Basic information

• Product Name: 1-Pyrrolidinecarboxylicacid,2-hydroxy-,methylester(9CI)
• Synonyms: 1-Pyrrolidinecarboxylicacid,2-hydroxy-,methylester(9CI);2-hydroxy-1-Pyrrolidinecarboxylic acid Methyl ester
• CAS NO: 86953-80-2
• Molecular Formula: C₆H₁₁NO₃
• Molecular Weight: 0
• Product Categories: CARBOXYLICESTER
• Mol File: 86953-80-2.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Pyrrolidinecarboxylicacid,2-hydroxy-,methylester(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Pyrrolidinecarboxylicacid,2-hydroxy-,methylester(9CI)(86953-80-2)
• EPA Substance Registry System: 1-Pyrrolidinecarboxylicacid,2-hydroxy-,methylester(9CI)(86953-80-2)

Safety Data

• Hazardous Substances Data: 86953-80-2(Hazardous Substances Data)

Usage

General Description

The chemical 1-Pyrrolidinecarboxylicacid, 2-hydroxy-, methylester (9CI) is an organic compound with the molecular formula C6H11NO3. It is a methyl ester derivative of 2-hydroxy pyrrolidinecarboxylic acid, commonly known as proline. Proline is an important amino acid that plays a crucial role in protein synthesis and is essential for the proper functioning of the human body. The methyl ester form of proline is used in various pharmaceutical and chemical applications, including the synthesis of peptides and other bioactive compounds. 1-Pyrrolidinecarboxylicacid,2-hydroxy-,methylester(9CI) is also known for its potential use in the development of drugs and other therapeutic agents.

Upstream product

• 67-56-1 methanol 
• 74761-41-4 (S)-1-(methoxycarbonyl)pyrrolidine-2-carboxylic acid 
• 762-72-1 allyl-trimethyl-silane 
• 1215765-14-2 1-chloro-2-oxopiperidin-3-yl acetate 
• 26407-91-0 methyl 2-oxopyrrolidine-1-carboxylate 
• 56475-88-8 methyl 2-methoxypyrrolidine-1-carboxylate 
• 56475-80-0 N-(methoxycarbonyl)pyrrolidine 

Downstream Products

• 1253522-80-3 1-benzyl-3-bromo-5-(1-(methoxycarbonyl)pyrrolidin-2-yl)pyridin-1-ium trifluoromethanesulfonate 
• 1253522-91-6 C₁₈H₂₁BrN₂O₃ 
• 1253522-82-5 3-bromo-1-(4-methoxybenzyl)-5-(1-(methoxycarbonyl)pyrrolidin-2-yl)pyridin-1-ium trifluoromethanesulfonate 
• 1253522-88-1 3-methoxy-1-(4-methoxybenzyl)-5-(1-(methoxycarbonyl)pyrrolidin-2-yl)pyridin-1-ium trifluoromethanesulfonate 
• 1253523-10-2 3-(1-(methoxycarbonyl)pyrrolidin-2-yl)-1-((S)-1-phenylethyl)pyridin-1-ium trifluoromethanesulfonate 
• 1253523-12-4 3,5-bis(1-(methoxycarbonyl)pyrrolidin-2-yl)-1-((S)-1-phenylethyl)pyridin-1-ium trifluoromethanesulfonate 

Relevant articles and documents

One-pot formation of piperidine- and pyrrolidine-substituted pyridinium salts via addition of 5-alkylaminopenta-2,4-dienals to N-acyliminium ions: Application to the synthesis of (±)-nicotine and analogs

Addition of 5-alkylaminopenta-2,4-dienals onto N-acyliminium ions, generated in situ from α-hydroxycarbamates derived from pyrrolidine or piperidine, in the presence of zinc triflate, followed by dehydrative cyclization, allowed the formation of pyridinium salts substituted at their 3-position by a five- or six-membered nitrogen heterocycle. Subsequent N-dealkylation of the pyridinium moiety and deprotection of the secondary amine or reduction of the carbamate function led to (±)-nicotine and analogs.

Synthesis of 2,3-disubstituted pyrrolidines and piperidines via one-pot oxidative decarboxylation-β-iodination of amino acids

A new synthesis of 2,3-disubstituted pyrrolidines and piperidines is described. This mild procedure is based on the one-pot oxidative decarboxylation-β -iodination of α-amino acid carbamates or amides. The iodine is introduced at the previously unfunction

Tandem radical decarboxylation-oxidation of amino acids: A mild and efficient method for the generation of N-acyliminium ions and their nucleophilic trapping

A convenient methodology for the synthesis of 2-substituted pyrrolidines from α-amino acids is described. A number of cyclic and acyclic α-amino acid derivatives have been prepared in order to test the scope and diastereoselectivity of this method. These substrates were treated with iodosylbenzene or (diacetoxyiodo)benzene (DIB) and iodine in order to generate the corresponding carboxyl radical, which evolves by loss of carbon dioxide to produce a carbon radical which in turn undergoes oxidation to an N-acyliminium ion. This postulated intermediate could be trapped inter- or intramolecularly by oxygen, nitrogen and carbon nucleophiles. In the case of carbon nucleophiles, a Lewis acid is required for the concomitant carbon-carbon bond formation. High yields and modest diastereoselectivities were obtained. The present methodology was applied to the synthesis of ω-amino aldehydes or hemiaminals 8-14, 2-aminopyrrolidine derivative 15, aminolactone derivative 16, and azasugar analogues 17 and 18. When carbon nucleophiles were used, alkaloid precursors such as 2-allyl- or 2-alkylpyrrolidines 19-23 and 25 were obtained.