227752-25-2

Basic information

• Product Name: 1-BENZOFURAN-6-YL TRIFLUOROMETHANESULFONATE
• Synonyms: 1-BENZOFURAN-6-YL TRIFLUOROMETHANESULFONATE;Methanesulfonic acid, 1,1,1-trifluoro-, 6-benzofuranyl ester;BENZOFURAN-6-YL TRIFLUOROMETHANESULFONATE
• CAS NO: 227752-25-2
• Molecular Formula: C₉H₅F₃O₄S
• Molecular Weight: 266.19
• Mol File: 227752-25-2.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-BENZOFURAN-6-YL TRIFLUOROMETHANESULFONATE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZOFURAN-6-YL TRIFLUOROMETHANESULFONATE(227752-25-2)
• EPA Substance Registry System: 1-BENZOFURAN-6-YL TRIFLUOROMETHANESULFONATE(227752-25-2)

Safety Data

• Hazardous Substances Data: 227752-25-2(Hazardous Substances Data)

Usage

Chemical Class

Benzofuran

Explanation

Different sources of media describe the Explanation of 227752-25-2 differently. You can refer to the following data:
1. 1-Benzofuran-6-yl trifluoromethanesulfonate belongs to the class of organic compounds known as benzofurans, which are compounds containing a benzene ring fused to a furan ring.
2. The molecular formula represents the number of atoms of each element present in a molecule of the compound.
3. The compound contains the trifluoromethanesulfonyl (CF3SO2-) functional group, which is a type of ester.
4. 1-Benzofuran-6-yl trifluoromethanesulfonate is commonly used as a reagent in organic synthesis, which involves the formation of new chemical compounds from simpler substances.
5. Trifluoromethanesulfonate esters are often used as protecting groups for alcohols, which means they can be added to an alcohol molecule to prevent it from reacting in certain situations.
6. In nucleophilic substitution reactions, the trifluoromethanesulfonate group can act as a leaving group, meaning it can be replaced by a nucleophile to form a new compound.
7. 1-Benzofuran-6-yl trifluoromethanesulfonate is used as an intermediate in the synthesis of pharmaceuticals and agrochemicals, which are chemicals used in the medical and agricultural industries, respectively.
8. The compound has various other applications in the field of chemistry, including research and development, material science, and chemical engineering.

Functional Group

Trifluoromethanesulfonate ester

Use as a Reagent

Organic synthesis

Protecting Groups

Alcohols

Leaving Groups

Nucleophilic substitution reactions

Applications

Pharmaceutical and agrochemical synthesis

Other Applications

Various fields in chemistry

Upstream product

• 13196-11-7 6-hydroxybenzofuran 
• 37595-74-7 N,N-phenylbistrifluoromethane-sulfonimide 
• 299912-77-9 6-(tert-butyl-dimethylsilanyloxy)-[2H]-benzofuran-3-one 
• 1020947-92-5 6-hydroxy-2,3-dihydrobenzofuran-3-ol 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 1056942-29-0 3-hydroxy-6-silyloxy-[2,3]dihydrobenzofuran 
• 6272-26-0 6-hydroxybenzofuran-3-one 

Downstream Products

• 123297-88-1 benzofuran-6-carboxaldehyde 
• 588703-29-1 methyl benzofuran-6-carboxylate 
• 1332331-21-1 4-[4-(1-benzofuran-6-yl)phenyl]-5-{[(3S)-1-(cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-one 
• 1194550-67-8 ((S)-benzyl 2-(2-(benzofuran-6-carbonyl)-5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-6-carboxamido)-3-(3-methylsulfonyl)phenyl)propanoate 
• 1025967-78-5 (S)-2-(2-(benzofuran-6-carbonyl)-5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-6-carboxamido)-3-(3-(methylsulfonyl)phenyl)propanoic acid 
• 17450-68-9 benzo[b]furan-6-carbonitrile 
• 1083168-69-7 (2,3-dihydrobenzofuran-6-yl)methanol 
• 77095-51-3 benzofuran-6-carboxylic acid 
• 204452-96-0 (S)-3-Benzofuran-6-yl-3-[benzyl-((R)-1-phenyl-ethyl)-amino]-propionic acid ethyl ester 
• 527679-33-0 2-benzofuran-6-yl-3-benzyloxyamino-propionic acid ethyl ester 

Relevant articles and documents

Concise synthesis of 6-cyanobenzo[ b ]furan, a useful building block

A new three-step synthesis of 6-cyanobenzo[b]furan (6) was developed, starting from commercially available 6-hydroxybenzo[b]furan-3-one (18). Key steps in this process were the first step, which was the reductive dehydration of 18 to produce 6-hydroxybenzo[b]furan (19), and the last step, which converted the aryl triflate 20 to the aryl cyanide 6 in a palladium-catalyzed cross-coupling protocol. Overall yield for this new synthesis was 49%.

Discovery and development of potent LFA-1/ICAM-1 antagonist SAR 1118 as an ophthalmic solution for treating dry eye

LFA-1/ICAM-1 interaction is essential in support of inflammatory and specific T-cell regulated immune responses by mediating cell adhesion, leukocyte extravasation, migration, antigen presentation, formation of immunological synapse, and augmentation of T-cell receptor signaling. The increase of ICAM-1 expression levels in conjunctival epithelial cells and acinar cells was observed in animal models and patients diagnosed with dry eye. Therefore, it has been hypothesized that small molecule LFA-1/ICAM-1 antagonists could be an effective topical treatment for dry eye. In this letter, we describe the discovery of a potent tetrahydroisoquinoline (THIQ)-derived LFA-1/ICAM-1 antagonist (SAR 1118) and its development as an ophthalmic solution for treating dry eye.

MODULATORS OF CELLULAR ADHESION

The present invention provides compounds having formula (I): and pharmaceutically acceptable derivatives thereof, wherein R1-R4, n, p, A, B, D, E, L and AR1 are as described generally and in classes and subclasses herein, and additionally provides pharmaceutical compositions thereof, and methods for the use thereof for the treatment of disorders mediated by the CD11/CD18 family of cellular adhesion molecules (e.g., LFA-1).