75400-67-8 Usage
Description
1-Boc-Indole, also known as 1-(tert-Butoxycarbonyl)indole, is an organic compound derived from indole. It is characterized by the presence of a tert-butoxycarbonyl (Boc) protecting group, which is commonly used in organic synthesis to protect the indole nitrogen atom. 1-Boc-Indole is a versatile intermediate in the synthesis of various indole-based molecules and has applications in different industries due to its unique chemical properties.
Uses
1. Used in Pharmaceutical Industry:
1-Boc-Indole is used as a reactant for the preparation of potent plant-growth inhibitors, which are essential in the development of new agrochemicals and plant growth regulators.
2. Used in Medicinal Chemistry:
1-Boc-Indole is used as a reactant for the preparation of cannabinoid CB2 receptor ligands, which have potential applications in the treatment of various medical conditions, including pain, inflammation, and neurodegenerative diseases.
3. Used in Drug Discovery:
1-Boc-Indole is used as a reactant for the synthesis of analogues of isomeridianin G and evaluation as GSK-3β inhibitors. These compounds have potential applications in the treatment of various diseases, including cancer and neurodegenerative disorders.
4. Used in Antibacterial Agents:
1-Boc-Indole is used as an inhibitor of the Yersinia pestis salicylate adenylation domain YbtE, which is a potential target for the development of new antibiotics against Yersinia pestis, the causative agent of plague.
5. Used in Gastrointestinal Applications:
1-Boc-Indole is used as a reactant for the preparation of cholecystokinin-2 receptor antagonists, which have potential applications in the treatment of gastrointestinal disorders, such as irritable bowel syndrome and pancreatitis.
6. Used in Antiparasitic Agents:
1-Boc-Indole is used as a reactant for the preparation of antileishmanial agents, which are essential in the development of new treatments for leishmaniasis, a vector-borne disease caused by protozoan parasites.
7. Used in Organic Synthesis:
1-Boc-Indole is used as a reactant for palladium-catalyzed Suzuki-Miyaura cross-coupling reactions, which are widely employed in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and advanced materials.
8. Used in Friedel-Crafts Alkylation:
1-Boc-Indole is used as a reactant in Friedel-Crafts alkylation reactions, which are important in the synthesis of a wide range of organic compounds, including pharmaceuticals, agrochemicals, and natural products.
Check Digit Verification of cas no
The CAS Registry Mumber 75400-67-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,5,4,0 and 0 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 75400-67:
(7*7)+(6*5)+(5*4)+(4*0)+(3*0)+(2*6)+(1*7)=118
118 % 10 = 8
So 75400-67-8 is a valid CAS Registry Number.
InChI:InChI=1/C13H15NO2/c1-13(2,3)16-12(15)14-9-8-10-6-4-5-7-11(10)14/h4-9H,1-3H3
75400-67-8Relevant articles and documents
Decarboxylative Intramolecular Arene Alkylation Using N-(Acyloxy)phthalimides, an Organic Photocatalyst, and Visible Light
Sherwood, Trevor C.,Xiao, Hai-Yun,Bhaskar, Roshan G.,Simmons, Eric M.,Zaretsky, Serge,Rauch, Martin P.,Knowles, Robert R.,Dhar, T. G. Murali
, p. 8360 - 8379 (2019/09/03)
An intramolecular arene alkylation reaction has been developed using the organic photocatalyst 4CzIPN, visible light, and N-(acyloxy)phthalimides as radical precursors. Reaction conditions were optimized via high-throughput experimentation, and electron-rich and electron-deficient arenes and heteroarenes are viable reaction substrates. This reaction enables access to a diverse set of fused, partially saturated cores which are of high interest in synthetic and medicinal chemistry.
Synthesis of 2-(1-phenylvinyl)benzofurans and 2-(1-phenylvinyl)indoles as antimitotic agents by a tandem palladium-assisted coupling-cyclization reaction between 1-phenylvinyl iodides and ortho-substituted arylalkynes
Treguier, Bret,Rasolofonjatovo, Evelia,Hamze, Abdallah,Provot, Olivier,Wdzieczak-Bakala, Joanna,Dubois, Joelle,Brion, Jean-Daniel,Alami, Mouad
experimental part, p. 4868 - 4876 (2011/10/09)
A series of functionalized 2-(1-phenylvinyl)benzofurans 2 and 2-(1-phenylvinyl)indoles 3 were prepared from 1-phenylvinyl iodides and silylated alkynes in a one-pot reaction. After a desilylation step, the Sonogashira coupling reaction between the resulti
Potassium [1-(tert-butoxycarbonyl)-1H-indol-2-yl]trifluoroborate as an efficient building block in palladium-catalyzed Suzuki-Miyaura cross couplings
Kassis, Pamela,Beneteau, Valerie,Merour, Jean-Yves,Routier, Sylvain
experimental part, p. 2447 - 2453 (2010/02/27)
Potassium [1-(tert-butoxycarbonyl)-1H-indol-2-yl]trifluoroborate (1) was used in Suzuki-type coupling reactions. First, the best coupling conditions were assessed using bromobenzene as the electrophile. Then, 1 was successfully coupled with various aryl a
