168431-73-0

Basic information

• Product Name: 1-AZIDO-2-HYDROXY-3-TOSYLOXYPROPANE
• Synonyms: 1,2-Propanediol, 3-azido-, 1-(4-methylbenzenesulfonate)
• CAS NO: 168431-73-0
• Molecular Formula: C₁₀H₁₃N₃O₄S
• Molecular Weight: 0
• Mol File: 168431-73-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-AZIDO-2-HYDROXY-3-TOSYLOXYPROPANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-AZIDO-2-HYDROXY-3-TOSYLOXYPROPANE(168431-73-0)
• EPA Substance Registry System: 1-AZIDO-2-HYDROXY-3-TOSYLOXYPROPANE(168431-73-0)

Safety Data

• Hazardous Substances Data: 168431-73-0(Hazardous Substances Data)

Usage

Uses

Used in Chemical Biology:
1-AZIDO-2-HYDROXY-3-TOSYLOXYPROPANE is used as a reagent for the azide-alkyne cycloaddition reaction, also known as "click chemistry," for the modification of biomolecules. The copper(I)-catalyzed cycloaddition reaction enables the efficient and selective conjugation of biomolecules, such as proteins, peptides, and nucleic acids, with other chemical entities, facilitating the study of their structure, function, and interactions.
Used in Organic Synthesis:
1-AZIDO-2-HYDROXY-3-TOSYLOXYPROPANE is used as a building block for the synthesis of diverse chemical compounds. Its azide, hydroxyl, and tosylate groups provide multiple sites for further modification and functionalization, allowing the development of novel molecules with specific properties and applications in various fields, such as pharmaceuticals, materials science, and agrochemicals.
Used in Drug Discovery and Development:
1-AZIDO-2-HYDROXY-3-TOSYLOXYPROPANE is used as a key intermediate in the synthesis of bioactive molecules and drug candidates. Its unique functional groups and reactivity in copper(I)-catalyzed cycloaddition reactions enable the rapid assembly of complex molecular structures with potential therapeutic properties. This contributes to the discovery and development of new drugs for the treatment of various diseases and conditions.
Used in Materials Science:
1-AZIDO-2-HYDROXY-3-TOSYLOXYPROPANE is used as a component in the synthesis of functional materials with specific properties, such as self-healing materials, stimuli-responsive materials, and supramolecular assemblies. The azide-alkyne cycloaddition reaction allows for the precise and efficient formation of covalent bonds between different molecular components, enabling the design and fabrication of advanced materials with tailored properties for various applications, such as sensors, actuators, and energy storage devices.

InChI:InChI=1/C10H13N3O4S/c1-8-2-4-10(5-3-8)18(15,16)17-7-9(14)6-12-13-11/h2-5,9,14H,6-7H2,1H3

Upstream product

• 73018-98-1 3-azidopropane-1,2-diol 
• 98-59-9 p-toluenesulfonyl chloride 
• 118712-54-2 glycidyl p-toluenesulfonate 
• 25261-56-7 4-(azidomethyl)-2,2?dimethyl-1,3-dioxolane 

Downstream Products

• 1070878-71-5 1-azido-3-(tosyloxy)propan-2-yl acetate 
• 239807-62-6 α-(azidomethyl)-4-[2-(1-methylethoxy)phenyl]-1-piperazineethanol 
• 285552-89-8 α-(azidomethyl)-4-[2-(1-ethoxy)phenyl]-1-piperazineethanol 
• 285552-88-7 α-(azidomethyl)-4-[2-(1-methoxy)phenyl]-1-piperazineethanol 

Relevant articles and documents

Nitro-Imidazole Hypoxia Imaging Agents

The present invention relates to novel radioactively labeled bioreducible tracers of Formula I useful for detecting hypoxic tumors or ischemic tissue in vivo. In one embodiment, the tracers consist of a 2-nitroimidazole moiety, a triazole, metabolically s

Ytterbium Triisopropoxide Catalysed Ring Opening of Epoxides with Trimethylsilyl Azide

Ring opening of epoxides with trimethylsilyl azide is catalysed by ytterbium triisopropoxide at room temperature in THF, giving the corresponding vicinal azide alcohols in very high yields.

SYNTHESIS OF 3-AMINO- AND 3-AZIDOANALOGS OF 9-(3-HYDROXY-2-PHOSPHONYLMETHOXYPROPYL)ADENINE (HPMPA)

1-Azidopropane-2,3-diol (IIb) reacts with p-toluenesulfonyl chloride to give the tosyl derivative IIIa which, on acid catalyzed condensation with 2,3-dihydropyran, afforded 1-azido-2-(tetrahydropyran-2-yloxy)-3-(p-toluenesulfonyloxy)propane (IIIb).Treatment of adenine sodium salt with IIIb resulted in the intermediate IV which was transformed by acid hydrolysis to 9-(RS)-(3-azido-2-hydroxypropyl)adenine (V).Catalytic hydrogenation of V led to 9-(RS)-(3-amino-2-hydroxypropyl)adenine (VI). 9-(RS)-(3-Azido-2-hydroxypropyl)-N(6)-benzoyladenine (VII) was obtained from V bychlorotrimethylsilane/benzoyl chloride treatment.Reaction of the compound VII with dimethyl p-toluenesulfonyloxymethanephosphonate (VIII) in the presence of excess sodium hydride, followed by alkaline hydrolysis, afforded methyl 9-(3-azido-2-phosphonylmethoxypropyl)adenine (IXa) which was transformed to the parent acid IXb by bromotrimethylsilane treatment.Hydrogenolysis of IXb yielded 9-(RS)-(3-amino-2-phosphonylmethoxypropyl)-adenine (X).