739360-84-0

Basic information

• Product Name: (2R,4S)-4-AMINO-1-CBZ-PYRROLIDINE-2-carboxylic acid methyl ester
• Synonyms: (2R,4S)-4-AMINO-1-CBZ-PYRROLIDINE-2-carboxylic acid methyl ester
• CAS NO: 739360-84-0
• Molecular Formula: C14H18N2O4
• Molecular Weight: 278.30372
• Mol File: 739360-84-0.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2R,4S)-4-AMINO-1-CBZ-PYRROLIDINE-2-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4S)-4-AMINO-1-CBZ-PYRROLIDINE-2-carboxylic acid methyl ester(739360-84-0)
• EPA Substance Registry System: (2R,4S)-4-AMINO-1-CBZ-PYRROLIDINE-2-carboxylic acid methyl ester(739360-84-0)

Safety Data

• Hazardous Substances Data: 739360-84-0(Hazardous Substances Data)

Usage

Description

(2R,4S)-4-AMINO-1-CBZ-PYRROLIDINE-2-carboxylic acid methyl ester is a methyl ester derivative of the amino acid proline, featuring a molecular formula of C12H16N2O3 and a molecular weight of 236.26 g/mol. This chemical compound is distinguished by its stereochemical configuration and functional groups, which render it a valuable starting material for the development of new drugs and biologically active compounds. Its versatility and reactivity make it a key intermediate in the preparation of diverse chemical structures.

Uses

Used in Organic Synthesis:
(2R,4S)-4-AMINO-1-CBZ-PYRROLIDINE-2-carboxylic acid methyl ester is used as a building block in organic synthesis for the creation of various bioactive molecules. Its unique structure allows for the development of complex organic compounds that can have a range of applications in different fields.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (2R,4S)-4-AMINO-1-CBZ-PYRROLIDINE-2-carboxylic acid methyl ester is utilized as a key intermediate for the synthesis of pharmaceutical agents. Its properties make it suitable for the development of new drugs, potentially leading to advancements in medicinal chemistry and therapeutics.
Used in the Development of New Drugs:
(2R,4S)-4-AMINO-1-CBZ-PYRROLIDINE-2-carboxylic acid methyl ester is employed as a starting material in the development of new drugs due to its stereochemical configuration and functional groups. This allows researchers to explore its potential in creating novel pharmaceutical agents with improved efficacy and selectivity.
Used in the Preparation of Diverse Chemical Structures:
Owing to its versatility and reactivity, (2R,4S)-4-AMINO-1-CBZ-PYRROLIDINE-2-carboxylic acid methyl ester is used in the preparation of a wide array of chemical structures. This makes it an essential component in the synthesis of various compounds for research and industrial applications.

Upstream product

• 2584-71-6 cis-hydroxy-D-proline 
• 130930-25-5 (R,R)-4-hydroxy-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid 
• 178488-33-0 (2R,4R)-4-Methanesulfonyloxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 
• 51-35-4 4R-4-hydroxyproline 
• 501-53-1 benzyl chloroformate 
• 155075-23-3 (2R,4R)-1-benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate 
• 1499-56-5 (R)-4-hydroxy-L-proline ethyl ester 
• 13504-85-3 (2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid 
• 117811-78-6 methyl (2S,4R)-1-benzyloxycarbonyl-4-methanesulfonyloxypyrrolidine-2-carboxylate 
• 64187-48-0 methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate 
• 113490-74-7 4(S)-azido-N-<(phenylmethoxy)carbonyl>-(S)-proline methyl ester 
• 1035596-36-1 (2S,4R)-1-benzyl 2-methyl 4-(1,3-dioxoisoindolin-2-yl)pyrrolidine-1,2-dicarboxylate 
• 189215-90-5 1-benzyl 2-methyl (2S,4R)-4-(tert-butoxycarbonylamino)pyrrolidine-1,2-dicarboxylate 
• 189215-87-0 (2S,4S)-4-(4-Nitro-benzoyloxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 

Downstream Products

• 1253790-74-7 4S-N⁴(t-Boc)-N₁(Fmoc)-D-amino proline 

Relevant articles and documents

Spiegelmeric 4R/S-hydroxy/amino-L/D-prolyl collagen peptides: conformation and morphology of self-assembled structures

The primary structure of collagen, the major protein in connective tissue of mammals, comprises of repeating triads [(LPro-LHyp-Gly)n, P1, LHyp being 4R-hydroxy-lProline)] in a single strand that adopts left-handed polyproline II type helix. Three such single stranded helices wind around each another and held together by interchain H-bonds to form right-handed triple helix. This manuscript reports on collagen derived from its mirror image triad [(DPro-DHyp-Gly)n, P2, DHyp being 4S-hydroxy-DProline) and its 4-amino analogue (DPro-DAmp-Gly)n P4, DAmp being 4S-amino-DProline that form corresponding spiegelmeric triplexes. The amino L-collagen peptide (LPro-LAmp-Gly)n P3 and its D-analogue P4 show higher thermal stabilities compared to 4-hydroxy-lProline collagen peptides P1 and P2. The enantiomeric peptide pairs show mirror image CD profiles and identical thermal stability, with ionizable 4-amino group in P3 and P4 imparting pH dependent triplex stability. Upon cold mixing of the L- and D-collagen peptides, different morphological nanostructures arise from inter triplex peptide association. When the peptides are hot mixed (annealed), the inter peptide association occurs via interaction of single stranded peptide chains of opposite handedness leading to networked gel formation in P1 and P2, while the charged peptides P3 and P4 show more ordered nanofibers, different from the enantiomerically pure peptides. The nanocomposites of such chiral hybrid peptides may have not only interesting physicomorphology, but also biological properties that need exploration.

Dihydropyridine compound and application thereof to drugs

The invention relates to a dihydropyridine compound and application of the dihydropyridine compound serving as a drug, in particular to application of the dihydropyridine compound serving as a drug for treating and preventing hepatitis B. Specifically, the invention relates to the compound shown as the general formula (I) or (Ia) (please see the specifications for the general formula (I) or (Ia))or stereoisomers, tautomer, a nitrogen oxide, solvate, metabolites and medically acceptable salt of the compound or a prodrug of the compound, wherein all variables are defined in the specification. The invention further relates to application of the compound shown as the general formula (I) or (Ia) or enantiomers, non-enantiomers, the tautomer, hydrates, the solvate or the medically acceptable salt of the compound serving as drugs, in particular to application of the compound or the enantiomers, the non-enantiomers, the tautomer, the hydrates, the solvate or the medically acceptable salt of the compound serving as the drugs for treating and preventing hepatitis B.

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.