22839-21-0

Basic information

• Product Name: (3R,6R)-3-(1H-Indol-3-ylmethyl)-6-methyl-2,5-piperazinedione
• Synonyms: (3R,6R)-3-(1H-Indol-3-ylmethyl)-6-methyl-2,5-piperazinedione;Cyclo(D-Ala-D-Trp-)
• CAS NO: 22839-21-0
• Molecular Weight: 0
• Mol File: 22839-21-0.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (3R,6R)-3-(1H-Indol-3-ylmethyl)-6-methyl-2,5-piperazinedione(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,6R)-3-(1H-Indol-3-ylmethyl)-6-methyl-2,5-piperazinedione(22839-21-0)
• EPA Substance Registry System: (3R,6R)-3-(1H-Indol-3-ylmethyl)-6-methyl-2,5-piperazinedione(22839-21-0)

Safety Data

• Hazardous Substances Data: 22839-21-0(Hazardous Substances Data)

Upstream product

• 28944-98-1 Z-L-Ala-L-Trp-OMe 
• 207349-41-5 Boc-D-Ala-D-Trp-OMe 
• 4299-70-1 D-Tryptophan methyl ester 
• 204980-52-9 D-alanyl-L-tryptophan methyl ester 
• 207349-24-4 Boc-Ala-Trp-OMe 
• 7524-52-9 (S)-tryptophan methyl ester hydrochloride 
• 4299-70-1 L-tryptophan methyl ester 
• 91683-95-3 (3S)-cis-1-methyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester; hydrochloride 
• 204980-54-1 (1S,3S)-2-((R)-2-tert-Butoxycarbonylamino-propionyl)-1-methyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester 
• 207349-25-5 (S)-2-((R)-2-tert-Butoxycarbonylamino-propionylamino)-3-(1H-indol-3-yl)-propionic acid methyl ester 
• 207349-42-6 (R)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-(1H-indol-3-yl)-propionic acid methyl ester 
• 35661-39-3 N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine 
• 63430-66-0 N^α-(tert-butoxycarbonyl)-L-tryptophyl-L-alanine methyl ester 
• 73-22-3 L-Tryptophan 

Downstream Products

• 1429318-81-9 C₂₂H₁₈BrF₃N₄O₃ 
• 1429318-54-6 C₂₀H₁₉N₃O₂ 
• 1429318-56-8 C₂₀H₁₉N₃O₂ 
• 1859-87-6 Echinulin 
• 374114-86-0 (3S,6R)-1-(o-Azidobenzoyl)-3-methyl-6-(3-indolylmethyl)-2,5-piperazinedione 
• 374114-89-3 (3R,6S)-1-(o-Azidobenzoyl)-3-(3-indolylmethyl)-6-methyl-2,5-piperazinedione 

Relevant articles and documents

Oxidative couplings on tryptophan-based diketopiperazines leading to fused and bridged chemotypes

New chemotypes are obtained from tryptophan-containing diketopiperazines through selective C-C or C-N intramolecular oxidative couplings. The choice of the oxidant source dictates the outcome of the reaction.

Copper-catalyzed diastereoselective arylation of tryptophan derivatives: Total synthesis of (+)-naseseazines A and B

A copper-catalyzed arylation of tryptophan derivatives is reported. The reaction proceeds with high site-and diastereoselectivity to provide aryl pyrroloindoline products in one step from simple starting materials. The utility of this transformation is highlighted in the five-step syntheses of the natural products (+)-naseseazine A and B.

Three types of induced tryptophan optical activity compared in model dipeptides: Theory and experiment

The tryptophan (Trp) aromatic residue in chiral matrices often exhibits a large optical activity and thus provides valuable structural information. However, it can also obscure spectral contributions from other peptide parts. To better understand the indu