171001-99-3

Basic information

• Product Name: (S)-2-(Boc-aMino)-2-phenylethyl 4-Methylbenzenesulfonate
• Synonyms: (S)-2-(Boc-aMino)-2-phenylethyl 4-Methylbenzenesulfonate
• CAS NO: 171001-99-3
• Molecular Weight: 391.488
• Mol File: 171001-99-3.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: (S)-2-(Boc-aMino)-2-phenylethyl 4-Methylbenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(Boc-aMino)-2-phenylethyl 4-Methylbenzenesulfonate(171001-99-3)
• EPA Substance Registry System: (S)-2-(Boc-aMino)-2-phenylethyl 4-Methylbenzenesulfonate(171001-99-3)

Safety Data

• Hazardous Substances Data: 171001-99-3(Hazardous Substances Data)

Usage

Description

(S)-2-(Boc-aMino)-2-phenylethyl 4-Methylbenzenesulfonate, a sulfonate compound with the molecular formula C20H25NO6S, is characterized by a phenylethyl group connected to a 4-methylbenzenesulfonate group. The Boc-amino group serves as a protective agent for the amine functionality, which is frequently used in organic synthesis to avert undesired side reactions. (S)-2-(Boc-aMino)-2-phenylethyl 4-Methylbenzenesulfonate is predominantly utilized in the production of pharmaceuticals and agrochemicals, necessitating careful handling and adherence to safety protocols due to the potential corrosiveness and harmful nature of sulfonate compounds.

Uses

Used in Pharmaceutical Synthesis:
(S)-2-(Boc-aMino)-2-phenylethyl 4-Methylbenzenesulfonate is used as a key intermediate in the synthesis of various pharmaceuticals. Its role is crucial in the development of new drugs, as it provides a stable and protected amine group that can be further modified or incorporated into more complex molecular structures.
Used in Agrochemical Production:
In the agrochemical industry, (S)-2-(Boc-aMino)-2-phenylethyl 4-Methylbenzenesulfonate is employed as a building block for the creation of novel compounds with potential applications in pest control, crop protection, and other agricultural areas. Its unique structure allows for the design of targeted and effective agrochemicals.

Upstream product

• 117049-14-6 tert-butyl N-[(1S)-2-hydroxy-1-phenylethyl]carbamate 
• 98-59-9 p-toluenesulfonyl chloride 
• 24424-99-5 di-tert-butyl dicarbonate 
• 20989-17-7 (2S)-2-phenylglycinol 
• 59410-82-1 (S)-α-phenylglycine ethyl ester hydrochloride 

Downstream Products

• 171002-00-9 (S)-tert-butyl (2-(methylthio)-1-phenylethyl)carbamate 
• 172823-12-0 (R)-3-(N-tert-butoxycarbonylamine)-3-phenylpropanenitrile 
• 137102-29-5 (S)-(+)-1-<(butoxycarbonyl)amino>-1-phenylethyl azide 
• 1240474-61-6 4-((S)-2-dimethylamino-1-phenyl-ethylamino)-quinazoline-8-carboxamide 
• 1240476-05-4 4-((S)-2-cyclopropylamino-1-phenyl-ethylamino)-quinazoline-8-carboxamide 
• 1160983-80-1 (S)-2-azido-1-phenyl-ethylamine hydrochloride 
• 1239019-97-6 (S)-tert-butyl (2-(diphenylphosphino)-1-phenylethyl)carbamate 
• 1103533-85-2 (S)‐2‐diphenylphosphino‐1‐phenylethylamine 
• 1629214-12-5 C₂₁H₂₄N₄O 
• 1629214-11-4 C₁₄H₂₀N₄ 
• 1629214-13-6 (S)-2-[(2-azido-1-phenylethylimino)methyl]-5-propargyloxyphenol 

Relevant articles and documents

Construction and activity evaluation of novel benzodioxane derivatives as dual-target antifungal inhibitors

Ergosterol exert the important function in maintaining the fluidity and osmotic pressure of fungal cells, and its key biosynthesis enzymes (Squalene epoxidase, SE; 14 α-demethylase, CYP51) displayed the obvious synergistic effects. Therefore, we expected to discover the novel antifungal compounds with dual-target (SE/CYP51) inhibitory activity. In the progress, we screened the different kinds of potent fragments based on the dual-target (CYP51, SE) features, and the method of fragment-based drug discovery (FBDD) was used to guide the construction of three different series of benzodioxane compounds. Subsequently, their chemical structures were synthesized and evaluated. These compounds displayed the obvious biological activity against the pathogenic fungal strains. Notably, target compounds 10a-2 and 22a-2 possessed the excellent broad-spectrum anti-fungal activity (MIC50, 0.125–2.0 μg/mL) and the activity against drug-resistant strains (MIC50, 0.5–2.0 μg/mL). Preliminary mechanism studies have confirmed that these compounds effectively inhibited the dual-target (SE/CYP51) activity, they could cause fungal rupture and death by blocking the bio-synthetic pathway of ergosterol. Further experiments discovered that compounds 10a-2 and 22a-2 also maintained a certain of anti-fungal effect in vivo. In summary, this study not only provided the new dual-target drug design strategy and method, but also discover the potential antifungal compounds.

Synthesis and selective recognition toward zinc ion of chiral poly(imine-triazole)

A novel AB type of clickable monomer, (S)-2-[(2-azido-1-phenylethylimino) methyl]-5-propargyloxyphenol (AMPP) was designed and polymerized to yield a class of main-chain chiral poly(imine-triazole)s through the metal-free click reaction. With the thermally induced polymerization, the desired polytriazoles can be easily prepared in high yields by a stepwise heating-up process and have the number-average molecular masses ranging from 5.1 × 103 to 58.1 × 103 (polydispersity indices = 1.38-1.68). The polymers were characterized by Fourier Transform Infrared spectroscopy (FTIR), 1H Nuclear Magnetic Resonance (NMR), and gel permeation chromatography, and their optical properties were studied by fluorescence and circular dichroism (CD) spectroscopies. As a chemosensor, these polymers exhibited a selective "turn-on" fluorescence enhancement response toward Zn2+ ion over other cations such as Na+, K +, Mg2+, Ca2+, Ag+, Pb2+, Cd2+, Hg2+, Mn2+, and Ni2+ in dimethyl sulfoxide. However, the Zn2+-induced fluorescence signal was subject to serious interference by Al3+, Cu2+, Cr 3+, and Fe3+ ions. Interestingly, the chiral polymer showed distinctive changes in the CD spectra on complexation with Zn 2+, which allowed for the discrimination of this ion in the presence of other species tested including those interfering ions observed in the fluorescent detection.

BICYCLIC AZAHETEROCYCLIC CARBOXAMIDES AS INHIBITORS OF THE KINASE P70S6K

The invention provides novel bicyclic azaheterocyciic carboxamide compounds according to Formula (I), their manufacture and use for the treatment of hyperproliferative diseases, such as cancer.