1217446-43-9

Usage

Uses

Used in Pharmaceutical Research and Development:
(2R,4S)-4-AMINO-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER-HCl is used as a precursor in the synthesis of various pharmaceuticals and bioactive molecules. Its unique structure and the BOC protecting group allow for the creation of diverse drug candidates with potential therapeutic applications.
Used in Organic Synthesis:
In the field of organic synthesis, (2R,4S)-4-AMINO-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER-HCl serves as a key intermediate for the production of complex organic compounds. Its reactivity and functional groups enable the formation of a wide range of molecules with specific properties and applications.
Used in Drug Discovery:
(2R,4S)-4-AMINO-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER-HCl is employed in drug discovery processes to identify and develop new therapeutic agents. Its structural features and synthetic versatility make it a valuable tool for exploring novel chemical space and generating potential drug candidates.
Used in Chemical Libraries:
In chemical library construction, (2R,4S)-4-AMINO-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER-HCl contributes to the diversity of compounds available for high-throughput screening. Its inclusion in these libraries aids researchers in the search for new lead compounds and the optimization of drug-like properties.
Used in Academic Research:
(2R,4S)-4-AMINO-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER-HCl is utilized in academic research settings to study the fundamental aspects of organic chemistry, chemical biology, and medicinal chemistry. Its unique properties and reactivity provide opportunities for advancing scientific knowledge and understanding the underlying principles of chemical reactions and molecular interactions.

Upstream product

• 334999-29-0 (2S,4S)-1-tert-butyl 2-methyl 4-bromopyrrolidine-1,2-dicarboxylate 
• 121148-00-3 1-(1,1-dimethylethyl) 2-methyl (2S,4R)-4-amino-1,2-pyrrolidinedicarboxylate 
• 74844-91-0 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate 
• 1060775-33-8 methyl 4-aminopyrrolidine-2-carboxylate 
• 1499-56-5 (R)-4-hydroxy-L-proline ethyl ester 
• 84520-68-3 N-tert-butoxycarbonyl-cis-4-azido-L-proline methyl ester 
• 51-35-4 4R-4-hydroxyproline 
• 84520-67-2 (2S,4R)-4-(methylsulfonyloxy)pyrrolidine-1,2-dicarboxylic acid 1-tert-butylester-2-methylester 

Relevant academic research and scientific papers

Engineering of a 129-Residue Tripod Protein by Chemoselective Ligation of Proline-II Helices

A 129-residue tripod protein was designed, synthesized, and biophysically characterized.This receptor-adhesive modular protein contained three 30-residue proline-II helices linked to a 9-residue proline-II helix through thioether bonds.Coupling of 6-maleimidohexanoic acid succinimido ester to cis-Nα-Boc-4-amino-L-proline furnished in 77percent yield the maleimido acid cis-N-Boc-4-(6-maleimidohexanamido)-L-proline (Boc-Prm), which was used in the solid-phase synthesis of the linker peptide CH3-CO-Pro3-Prm3-Pro3-NH2.The leg peptide, the 40-residue thiol Gly-Arg-Gly-Asp-Ser-Pro-Gly-Tyr-Gly-Pro30-Cys-NH2, was also made by solid-phase synthesis.The tripod protein was prepared by Michael addition of the thiol groups of three leg peptides to the three maleimide groups of the linker peptide.By 13C NMR spectrometry, the linker peptide was a proline-II helix, as indicated by the presence of only trans Pro-Pro resonances for its β and γ carbons.By circular dichroic spectroscopy, the model peptide CH3-CO-Pro9-NH2, the linker peptide, the leg peptide, and the tripod proteinn each contained substantial proline-II helix, as indicated by a strong negative band at 205 nm and a weak positive band at 226 nm.Since the Pro30 proline-II helix of each leg is about 93 Angstroem long, two Arg-Gly-Asp sites on different legs of the tripod protein could be as much as ca. 250 Angstroem apart.

Method for Manufacturing Hydroxyl Group Substitution Product

In the present invention, a hydroxyl group substitution product is manufactured by reaction of an alcohol with sulfuryl fluoride (SO2F2) in the presence of an organic base and a nucleophile (X?). The present invention is thus effective as an industrial manufacturing method that uses a relatively cheap reagent suitable for large-scale applications and can be accomplished in a simple process with easy purification operation and less waste generation and is suitably applicable for manufacturing of optically active hydroxyl group substitution products, notably optically active α-hydroxyl group substitution ester and optically active 4-hydroxyl group substitution proline. The manufacturing method of the present invention solves all of the prior art problems and can be applied for industrial uses.

SYNTHESIS OF PYRROLIDINE COMPOUNDS

Provided are methods for the preparation of certain substituted pyrrolidine compounds, forms of (2S, 4R)-1-(2-aminoacetyl)-4-benzamidopyrrolidine-2-carboxylic acid hydrochloride, and methods for preparing and using these forms.

Synthesis and characterization of oligoproline-based molecular assemblies for light harvesting

Helical oligoproline arrays provide a structurally well-defined environment for building photochemical energy conversion assemblies. The use of solid-phase peptide synthesis (SPPS) to prepare four such arrays, consisting of 16, 17, 18, and 19 amino acid residues, is described here. Each array contains the chromophore [Rub′2m](PF6)2 (b′ = 4,4′-diethylamidocarbonyl-2,2′-bipyridine; m = 4-methyl-2,2′- dipyridine-4′-carboxylic acid) and the electron transfer donor PTZ (phenothiazine). The arrays differ systematically in the distance between the redox-active metal complex and PTZ sites. They have been used in photophysical studies to provide insight into the distance dependence of electron transfer. (J. Am. Chem. Soc. 2004, 126, 14506-14514). This work describes the synthesis, purification, and characterization of the oligoproline arrays, including a general procedure for the synthesis of related arrays.