189215-90-5

Usage

Type of Compound

Ester derivative of pyrrolidinedicarboxylic acid

Industry Usage

Commonly used in the pharmaceutical industry

Key Component

A key component in the synthesis of pharmaceutical drugs

Specific Ester

2-methyl 1-(phenylmethyl) ester

Stereochemistry

(2S,4R)indicating a specific orientation of constituent atoms

Building Block

Often used as a building block in the synthesis of various drugs and pharmaceutical compounds

Versatile Reactivity

Known for its versatile reactivity

Specificity

Stereochemistry plays a crucial role in its application in drug synthesis

Structure

The compound has a complex structure with multiple functional groups, including an ester, an amide, and an aromatic ring.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 189215-89-2 (2S,4R)-N-1-(benzyloxycarbonyl)-4-azidoproline methyl ester 
• 501-53-1 benzyl chloroformate 
• 189215-87-0 (2S,4S)-4-(4-Nitro-benzoyloxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 
• 189215-88-1 1-benzyl 2-methyl (2S,4S)-4-((methylsulfonyl)oxy)pyrrolidine-1,2-dicarboxylate 
• 57653-35-7 (2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylic acid 1-benzyl 2-methyl 
• 13504-85-3 (2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid 
• 51-35-4 4R-4-hydroxyproline 
• 77345-53-0 (2S,4S)-N-1-(benzyloxycarbonyl)-4-(p-toluenesulfonyloxy)proline methyl ester 
• 64187-48-0 methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate 
• 762233-34-1 1-benzyl 2-methyl (2S,4R)-4-aminopyrrolidine-1,2-dicarboxylate 

Downstream Products

• 473806-21-2 4-tertbutyloxycarbonylamino-L-trans-proline methyl ester 
• 393524-17-9 (2S,4R)-4-tert-Butoxycarbonylamino-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 
• 1212395-57-7 methyl (2S,4R)-4-amino-1-[benzyloxycarbonyl]pyrrolidine-2-carboxylate hydrochloride 
• 787615-49-0 (2S,4R)-N-1-(benzyloxycarbonyl)-4-(tert-butyloxycarbonylamino)pyrrolidin-2-methanol 
• 787615-51-4 N-1-(benzyloxycarbonyl)-(4R)-(tert-butyloxycarbonylamino)-(2S)-(O-mesylmethyl)pyrrolidine 
• 787615-53-6 N-1-(benzyloxycarbonyl)-(4R)-(tert-butyloxycarbonylamino)-(2S)-(thymin-1-ylmethyl)pyrrolidine 
• 489453-06-7 (2S,4R)-4-[((2S,4R)-1-Benzyloxycarbonyl-4-tert-butoxycarbonylamino-pyrrolidine-2-carbonyl)-amino]-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 
• 489453-07-8 (2S,4R)-4-({(2S,4R)-1-Benzyloxycarbonyl-4-[((2S,4R)-1-benzyloxycarbonyl-4-tert-butoxycarbonylamino-pyrrolidine-2-carbonyl)-amino]-pyrrolidine-2-carbonyl}-amino)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 
• 803706-19-6 (2S,4R)-4-({(2S,4R)-1-Benzyloxycarbonyl-4-[((2S,4R)-1-benzyloxycarbonyl-4-tert-butoxycarbonylamino-pyrrolidine-2-carbonyl)-amino]-pyrrolidine-2-carbonyl}-amino)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 
• 489447-25-8 C₄₃H₅₁N₉O₁₀ 
• 489453-08-9 C₄₇H₅₆N₈O₁₁ 
• 189215-92-7 (2S,4R)-1-[2-(4-Benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-4-tert-butoxycarbonylamino-pyrrolidine-2-carboxylic acid methyl ester 
• 762233-34-1 1-benzyl 2-methyl (2S,4R)-4-aminopyrrolidine-1,2-dicarboxylate 

Relevant academic research and scientific papers

ARGINASE INHIBITORS AND METHODS OF USE THEREOF

Disclosed are compounds of formula (Ia) or a pharmaceutically acceptable salt thereof, pharmaceutical compositions comprising compounds of formula (Ia) and methods of using the same for treating cancer or a respiratory inflammatory disease and inhibiting arginase, wherein R1 is -NHR1a; R1a is -H or -C(O)CH(R1b)NHR1c; and R1b is selected from -H, -(C1-C4 ) alkyl and CH2OR1d and R1cis -H; or R1b and R1c, together with the atom to which they are attached, form a 5-membered heterocyclic ring; and R1d is H or -CH3.

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.

Chimeric (aeg-pyrrolidine)PNAs: Synthesis and stereo-discriminative duplex binding with DNA/RNA

The design and facile conversion of naturally occurring 4-hydroxyproline to all four diastereomers of thymine pyrrolidine PNA monomer, (2R,4S)-adenine, -guanine and -cytosine monomers and their incorporation into duplex forming PNA oligomers is reported,

Two prolines with a difference: contrasting stereoelectronic effects of 4R/S-aminoproline on triplex stability in collagen peptides [pro(X)-pro(Y)-Gly]n.

4R/S-Aminoprolines when present in the X-position of collagen peptide [pro(X)-pro(Y)-Gly]n exhibit pH- and stereochemistry-dependent effects on triplex stability.

Synthesis of new building blocks for peptide nucleic acids containing monomers with variations in the backbone

New PNA monomers containing aminoprolines or pyrrolidines as backbones have been synthesized. Oligomerisation was carried out on a solid support. Resistance to enzymatic degradation was tested.