114903-30-9

Basic information

• Product Name: BOC-5-METHOXY-L-TRYPTOPHAN
• Synonyms: BOC-5-METHOXY-L-TRYPTOPHAN;N-BOC-5-METHOXY-L-TRYPTOPHAN;L-Tryptophan, N-[(1,1-dimethylethoxy)carbonyl]-5-methoxy-;(S)-2-((tert-Butoxycarbonyl)amino)-3-(5-methoxy-1H-indol-3-yl)propanoic acid;Cbz-L-5-methoxytryptophan
• CAS NO: 114903-30-9
• Molecular Formula: C17H22N2O5
• Molecular Weight: 334.38
• Mol File: 114903-30-9.mol

Chemical Properties

• Boiling Point: 564.0±50.0 °C(Predicted)
• Appearance: /
• Density: 1.261±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 3.84±0.10(Predicted)
• CAS DataBase Reference: BOC-5-METHOXY-L-TRYPTOPHAN(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-5-METHOXY-L-TRYPTOPHAN(114903-30-9)
• EPA Substance Registry System: BOC-5-METHOXY-L-TRYPTOPHAN(114903-30-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 114903-30-9(Hazardous Substances Data)

Usage

Uses

Used in Chemical and Biochemical Research:
BOC-5-Methoxy-L-Tryptophan is used as a research compound for studying its interactions with certain enzymes and biological processes. Its application in this field is crucial for understanding its potential effects and possible uses in scientific research.
Used in Pharmaceutical Development:
BOC-5-Methoxy-L-Tryptophan is used as a potential candidate in the development of new pharmaceuticals. Its interactions with enzymes and biological processes may offer insights into the creation of novel therapeutic agents, although further research and testing are required to establish its safety and efficacy.
Used in Academic Institutions:
BOC-5-Methoxy-L-Tryptophan is used as an educational tool in academic institutions, where it can be employed in laboratory experiments and research projects. This helps students and researchers gain a deeper understanding of its chemical properties and potential applications in various fields.
Used in Industrial Applications:
BOC-5-Methoxy-L-Tryptophan may be used in industrial applications, such as the development of new materials or processes that require its unique chemical properties. However, its use in this context is limited by the need for further research and the potential risks associated with its handling and disposal.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 28052-84-8 5-methoxytryptophan 
• 58632-95-4 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 16620-52-3 5-methoxygramine 

Relevant articles and documents

A class of DL-tryptophan compounds, preparation method and applications thereof

The invention provides a DL-tryptophan compound represented by a general formula I or a pharmaceutically acceptable salt thereof, a preparation method and applications thereof, especially applicationsin preparation of RANKL inhibitors. According to the DL-tryptophan compound or the pharmaceutically acceptable salt thereof, an OPG-RANKL-RANK signal system can be intervened by inhibiting the interaction of RANKL-RANK, and the activity of RANKL in osteoclast precursor cells is regulated and controlled, so that formation of osteoclasts is inhibited, and bone resorption is reduced; and the DL-tryptophan compound or the pharmaceutically acceptable salt thereof is expected to play a role in preventing and treating bone metabolic diseases, and brings good news to bone metabolic disease patients.

Development of Small-Molecules Targeting Receptor Activator of Nuclear Factor-κB Ligand (RANKL) - Receptor Activator of Nuclear Factor-κB (RANK) Protein-Protein Interaction by Structure-Based Virtual Screening and Hit Optimization

Targeting RANKL/RANK offers the possibility of developing novel therapeutic approaches to treat bone metabolic diseases. Multiple efforts have been made to inhibit RANKL. For example, marketed monoclonal antibody drug Denosumab could inhibit the maturation of osteoclasts by binding to RANKL. This study is an original approach aimed at discovering small-molecule inhibitors impeding RANKL/RANK protein interaction. We identified compound 34 as a potent and selective RANKL/RANK inhibitor by performing structure-based virtual screening and hit optimization. Disruption of the RANKL/RANK interaction by 34 effectively inhibits RANKL-induced osteoclastogenesis and bone resorption. The expression of osteoclast marker genes was also suppressed by treatment of 34. Furthermore, 34 markedly blocked the NFATc1/c-fos pathway. Thus, our current work demonstrates that the chemical tractability of the difficult PPI (RANKL/RANK) target by a small-molecule compound 34 offers a potential lead compound to facilitate the development of new medications for bone-related diseases.

Synthesis of tryptophans by alkylation of chiral glycine enolate equivalents with quaternary gramines

Quaternary gramines were found to be a suitable source of the 3-methylindole fragment for diastereoselective alkylation. The best yields and stereoselectivity were obtained for the alkylation of a chiral William's morpholinone enolate. Based on this transformation, a general method for the synthesis of enantiopure, indole ring substituted tryptophan derivatives was developed with good overall yields.