35590-86-4

Basic information

• Product Name: (3S,6S)-3-(1-methylethyl)-6-(phenylmethyl)piperazine-2,5-dione
• Synonyms: (3S,6S)-3-(1-methylethyl)-6-(phenylmethyl)piperazine-2,5-dione
• CAS NO: 35590-86-4
• Molecular Weight: 246.309
• Mol File: 35590-86-4.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: (3S,6S)-3-(1-methylethyl)-6-(phenylmethyl)piperazine-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,6S)-3-(1-methylethyl)-6-(phenylmethyl)piperazine-2,5-dione(35590-86-4)
• EPA Substance Registry System: (3S,6S)-3-(1-methylethyl)-6-(phenylmethyl)piperazine-2,5-dione(35590-86-4)

Safety Data

• Hazardous Substances Data: 35590-86-4(Hazardous Substances Data)

Usage

Description

(3S,6S)-3-(1-methylethyl)-6-(phenylmethyl)piperazine-2,5-dione is a chiral compound with a unique molecular structure, featuring a piperazine ring fused to a cyclohexane ring. The stereochemistry at the 3 and 6 positions is crucial for its biological activity and potential applications.

Uses

Used in Pharmaceutical Industry:
(3S,6S)-3-(1-methylethyl)-6-(phenylmethyl)piperazine-2,5-dione is used as a chiral building block for the synthesis of various pharmaceutical compounds. Its unique structure and stereochemistry make it a valuable intermediate in the development of new drugs with improved efficacy and selectivity.
Used in Agrochemical Industry:
(3S,6S)-3-(1-methylethyl)-6-(phenylmethyl)piperazine-2,5-dione is used as a chiral intermediate in the synthesis of agrochemicals, such as pesticides and herbicides. Its unique structure can provide novel modes of action and selectivity, leading to more effective and environmentally friendly products.
Used in Chiral Catalysts:
(3S,6S)-3-(1-methylethyl)-6-(phenylmethyl)piperazine-2,5-dione can be used as a chiral catalyst in asymmetric synthesis, enabling the production of enantiomerically pure compounds. This can be particularly useful in the synthesis of pharmaceuticals, agrochemicals, and other chiral molecules.
Used in Research and Development:
(3S,6S)-3-(1-methylethyl)-6-(phenylmethyl)piperazine-2,5-dione is used as a research tool to study the effects of stereochemistry on biological activity and selectivity. It can help researchers understand the underlying mechanisms of action and develop more effective and targeted therapies.
Used in Flavor and Fragrance Industry:
(3S,6S)-3-(1-methylethyl)-6-(phenylmethyl)piperazine-2,5-dione can be used as a chiral compound in the development of novel flavors and fragrances. Its unique structure and properties can contribute to the creation of new and innovative sensory experiences.

Upstream product

• 93510-10-2 ethyl N'-(tert-butoxycarbonyl)-L-phenylalanyl-L-valinate 
• 13734-41-3 t-Boc-L-valine 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 3918-90-9 L-phenylalanyl-L-valine 
• 2754-02-1 N-(N-(1,1-dimethylethoxycarbonyl)-L-phenylalanyl)-L-valine methyl ester 
• 4070-48-8 L-Valine methyl ester 
• 1202014-18-3 Boc-Phe-Val-O^tBu 
• 1202014-16-1 tert-butyl (S)-2-[(S)-2-tert-butoxycarbonylamino-3-methylbutyrylamino]-3-phenylpropionate 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 20902-47-0 N-tert-butoxycarbonyl-L-valyl-L-phenylalanine methyl ester 
• 205517-36-8 (3S,6R)-N,N'-bis-(p-methoxybenzyl)-3-isopropyl-6-benzyl-piperazine-2,5-dione 
• 100-39-0 benzyl bromide 
• 219916-54-8 (S)-N,N'-bis(p-methoxybenzyl)-3-methylene-6-isopropylpiperazine-2,5-dione 
• 205517-34-6 (3S)-N,N'-bis-(p-methoxybenzyl)-3-isopropyl-piperazine-2,5-dione 

Downstream Products

• 72-18-4 L-valine 
• 63-91-2 L-phenylalanine 
• 4070-48-8 L-Valine methyl ester 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 17585-69-2 L-phenylalanine hydrochloride 
• 1632153-87-7 (2S,5S)-di-tert-butyl 2-benzyl-5-isopropyl-3,6-dioxopiperazine-1,4-dicarboxylate 

Relevant articles and documents

Microwave-Assisted Cyclization of Unprotected Dipeptides in Water to 2,5-Piperazinediones and Self-Assembly Study of Products and Reagents

Dipeptides and their cyclized 2,5-piperazinedione (or diketopiperazine, DKP) derivatives are attractive building blocks for supra-molecular hydrogels. The Phe-Phe, (p -nitro)-Phe-Phe, and Phe-Val dipeptides and their corresponding DKPs are studied for sel

Interfacial supramolecular biomimetic epoxidation catalysed by cyclic dipeptides

We synthesised a library of cis- and trans-cyclic dipeptides and evaluated their efficacy as catalysts in the asymmetric Weitz-Scheffer epoxidation of trans-chalcone. A thorough investigation relying on structure-activity studies and computational studies provided insights into the mechanism of the process. Our results revealed some structural features required for efficient conversion and for introduction of chirality into the product. The cyclic dipeptide acts as a catalyst by templating a supramolecular arrangement at the aqueous-organic interface required for efficient transformations to occur. Among all cyclic dipeptides investigated, cyclo(Leu-Leu) was the most efficient supramolecular catalyst.

Linear and cyclic dipeptides with antimalarial activity

Several natural and synthetic polypeptides possess important antimalarial activity. Shorter peptides with potent antimalarial activity have also been described, among them linear di-, tri-, tetra- and pentapeptides and their cyclic analogs. In an attempt