393524-17-9

Usage

Type of Compound

Ester derivative of 1,2-Pyrrolidinedicarboxylic acid

Functional Groups

Pyrrolidine ring
Carboxylic acid groups
Ester group
Amine group
Carbonyl group

Stereochemistry

2S,4R

Structure

A pyrrolidine ring with two carboxylic acid groups at positions 1 and 2
A 1,1-dimethylethoxycarbonyl group attached to the 4-position of the pyrrolidine ring
An amino group connected to the carbonyl group of the 1,1-dimethylethoxycarbonyl moiety
A phenylmethyl (benzyl) group attached to the 1-position carboxylic acid as an ester

Potential Applications

Pharmaceutical properties, synthesis of pharmaceutical drugs, and development of new medications

Biological Activities

May possess biological activities useful in the development of new medications (specific activities not provided in the material)

Chirality

The presence of the 2S,4R stereochemistry indicates that the compound has chiral centers, which can lead to different biological activities and properties depending on the stereoisomer.

Upstream product

• 189215-90-5 1-benzyl 2-methyl (2S,4R)-4-(tert-butoxycarbonylamino)pyrrolidine-1,2-dicarboxylate 

Downstream Products

• 489453-08-9 C₄₇H₅₆N₈O₁₁ 
• 489447-25-8 C₄₃H₅₁N₉O₁₀ 
• 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 
• 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 
• 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 

Relevant academic research and scientific papers

Synthesis and DNA binding properties of saturated distamycin analogues

A series of saturated heterocyclic analogues of distamycin were prepared and examined. A fluorescent intercalator displacement (FID) assay conducted on p[dA]-p[dT] DNA to obtain C50 values and a hairpin deoxyoligonucleotide containing an A/T-rich binding site was used to evaluate DNA binding affinity. It is observed that saturated heterocycles greatly reduce the DNA binding relative to distamycin.