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3,6-DIHYDRO-2H-PYRAN-4-YL TRIFLUORO-METHANESULFONATE, with the molecular formula C7H9F3O4S, is a synthetic reagent that serves as a mild and selective Lewis acid catalyst in organic synthesis. Known for its efficiency in promoting various chemical reactions such as allylation, acylation, and aldol condensation, 3,6-DIHYDRO-2H-PYRAN-4-YL TRIFLUORO-METHANESULFONATE is a versatile building block in the synthesis of complex organic molecules.

188975-30-6

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188975-30-6 Usage

Uses

Used in Pharmaceutical Industry:
3,6-DIHYDRO-2H-PYRAN-4-YL TRIFLUORO-METHANESULFONATE is used as a catalyst for the synthesis of complex organic molecules, facilitating the development of new pharmaceutical compounds.
Used in Agrochemical Industry:
3,6-DIHYDRO-2H-PYRAN-4-YL TRIFLUORO-METHANESULFONATE is used as a building block in the synthesis of agrochemicals, contributing to the creation of effective and innovative products for agricultural applications.
Used in Flavors and Fragrances Industry:
3,6-DIHYDRO-2H-PYRAN-4-YL TRIFLUORO-METHANESULFONATE is used as a synthetic reagent in the production of flavors and fragrances, enhancing the variety and complexity of scents and tastes in various consumer products.
Used in Natural Products Synthesis:
3,6-DIHYDRO-2H-PYRAN-4-YL TRIFLUORO-METHANESULFONATE is used as an intermediate in the synthesis of natural products, aiding in the replication and enhancement of naturally occurring compounds for various applications.
Used in Biologically Active Compounds Synthesis:
3,6-DIHYDRO-2H-PYRAN-4-YL TRIFLUORO-METHANESULFONATE is used as a catalyst in the synthesis of biologically active compounds, playing a crucial role in the development of new compounds with potential therapeutic or biological significance.

Check Digit Verification of cas no

The CAS Registry Mumber 188975-30-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,8,9,7 and 5 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 188975-30:
(8*1)+(7*8)+(6*8)+(5*9)+(4*7)+(3*5)+(2*3)+(1*0)=206
206 % 10 = 6
So 188975-30-6 is a valid CAS Registry Number.
InChI:InChI=1/C6H7F3O4S/c7-6(8,9)14(10,11)13-5-1-3-12-4-2-5/h1H,2-4H2

188975-30-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,6-Dihydro-2H-pyran-4-yl trifluoromethanesulfonate

1.2 Other means of identification

Product number -
Other names 3,6-dihydro-2H-pyran-4-yl trifluoromethanesulfonic acid ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:188975-30-6 SDS

188975-30-6Relevant articles and documents

Visible-Light Photoredox Catalyzed Dehydrogenative Synthesis of Allylic Carboxylates from Styrenes

Bandini, Marco,Battaglioli, Simone,Liu, Yang,Lombardi, Lorenzo,Menichetti, Arianna,Montalti, Marco,Valenti, Giovanni

supporting information, p. 4441 - 4446 (2021/06/28)

The visible-light photoredox/[Co(III)] cocatalyzed dehydrogenative functionalization of cyclic and acyclic styryl derivatives with carboxylic acids is documented. The methodology enables the chemo- and regioselective allylic functionalization of styryl compounds, leading to allylic carboxylates (32 examples) under stoichiometric acceptorless conditions. Intermolecular as well as intramolecular variants are documented in high yields (up to 82%). A mechanistic rationale is also proposed on the basis of a combined experimental and spectroscopic investigation.

Alkenylation and Arylation of Peptides via Ni-Catalyzed Reductive Coupling of α- C-Tosyl Peptides with Csp2Triflates/Halides

Chen, Yunrong,Gong, Hegui,Ma, Guobin,Qian, Qun,Song, Yanhong,Sun, Deli,Tao, Xianghua

supporting information, p. 7418 - 7422 (2021/10/12)

A Ni-catalyzed reductive cross-coupling between α-C-tosyl peptides and Csp2 triflates/halides has been developed. This protocol enables the formation of various unnatural di- and tripeptides containing vinyl and aryl side chains, and it expands the applications of Ni-catalyzed reductive cross-coupling in late-stage diversification of peptides.

Three-Component Difunctionalization of Cyclohexenyl Triflates: Direct Access to Versatile Cyclohexenes via Cyclohexynes

Cho, Seoyoung,McLaren, E. J.,Wang, Qiu

supporting information, p. 26332 - 26336 (2021/11/10)

Difunctionalization of strained cyclic alkynes presents a powerful strategy to build richly functionalized cyclic alkenes in an expedient fashion. Herein we disclose an efficient and flexible approach to achieve carbohalogenation, dicarbofunctionalization, aminohalogenation and aminocarbonation of readily available cyclohexenyl triflates. We have demonstrated the novel use of zincate base/nucleophile system for effective formation of key cyclohexyne intermediates and selective addition of various carbon and nitrogen nucleophiles. Importantly, leveraging the resulting organozincates enables the incorporation of a broad range of electrophilic partners to deliver structurally diverse cyclohexene motifs. The importance and utility of this method is also exemplified by the modularity of this approach and the ease in which even highly complex polycyclic scaffolds can be accessed in one step.

COMPOUNDS AND COMPOSITIONS FOR USE IN TREATING SKIN DISORDERS

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Paragraph 1655-1657, (2021/08/06)

Provided herein is a compound of formula (XXXII) or a pharmaceutically acceptable salt, solvate, hydrate, stereoisomer thereof or a physiologically functional derivative thereof, wherein R1, R2, R3, G, A, E, n, p, and q are defined herein. Also provided herein are compositions comprising a compound of formula (XXXII), and methods of using a compound of formula (XXXII), e.g., in the treatment or prevention of skin disorders.

Nickel-Catalyzed Decarboxylative Alkenylation of Anhydrides with Vinyl Triflates or Halides

Chen, Hui,Sun, Shuhao,Liao, Xuebin

supporting information, p. 3625 - 3630 (2019/05/24)

Decarboxylative cross-coupling of aliphatic acid anhydrides with vinyl triflates or halides was accomplished via nickel catalysis. This methodology works well with a broad array of substrates and features abundant functional group tolerance. Notably, our approach addresses the issue of safe and environmental installation of methyl or ethyl group into molecular scaffolds. The method possesses high chemoselectivity toward alkyl groups when aliphatic/aromatic mixed anhydrides are involved. Furthermore, diverse ketones could be modified with our strategy.

Cyclic Alkenylsulfonyl Fluorides: Palladium-Catalyzed Synthesis and Functionalization of Compact Multifunctional Reagents

Lou, Terry Shing-Bong,Bagley, Scott W.,Willis, Michael C.

supporting information, p. 18859 - 18863 (2019/11/19)

A series of low-molecular-weight, compact, and multifunctional cyclic alkenylsulfonyl fluorides were efficiently prepared from the corresponding alkenyl triflates. Palladium-catalyzed sulfur dioxide insertion using the surrogate reagent DABSO effects sulfinate formation, before trapping with an F electrophile delivers the sulfonyl fluorides. A broad range of functional groups are tolerated, and a correspondingly large collection of derivatization reactions are possible on the products, including substitution at sulfur, conjugate addition, and N-functionalization. Together, these attributes suggest that this method could find new applications in chemical biology.

Multimetallic Ni- and Pd-Catalyzed Cross-Electrophile Coupling to Form Highly Substituted 1,3-Dienes

Olivares, Astrid M.,Weix, Daniel J.

supporting information, p. 2446 - 2449 (2018/02/28)

The synthesis of highly substituted 1,3-dienes from the coupling of vinyl bromides with vinyl triflates is reported for the first time. The coupling is catalyzed by a combination of (5,5′-bis(trifluoromethyl)-2,2′-bipyridine)NiBr2 and (1,3-bis(diphenylphosphino)propane)PdCl2 in the presence of a zinc reductant. This method affords tetra- and penta-substituted 1,3-dienes that would otherwise be difficult to access and tolerates electron-rich and -poor substituents, heterocycles, an aryl bromide, and a pinacol boronate ester. Mechanistically, the reaction appears to proceed by an unusual zinc-mediated transfer of a vinyl group between the nickel and palladium centers.

Radical Desulfur-Fragmentation and Reconstruction of Enol Triflates: Facile Access to α-Trifluoromethyl Ketones

Su, Xiaolong,Huang, Honggui,Yuan, Yaofeng,Li, Yi

supporting information, p. 1338 - 1341 (2017/01/24)

We report an efficient oxidative radical desulfur-fragmentation and reconstruction of enol triflates for the synthesis of α-CF3ketones. Preliminary mechanistic studies disclosed that oxidative fragmentation to release a CF3radical fr

ANALOGUES OF 4H-PYRAZOLO[1,5-a] BENZIMIDAZOLE COMPOUND AS PARP INHIBITORS

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Paragraph 0472, (2017/02/28)

Disclosed is a series of analogues of 4H-pyrazolo[1,5-α]benzimidazole compound as PARP inhibitors. In particular, disclosed in the invention is a compound as shown by formula (I) or a pharmaceutically acceptable salt thereof as a PARP inhibitor.

BIARYL KINASE INHIBITORS

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Page/Page column 241, (2017/05/07)

The present disclosure is directed to biaryl compounds of formula (I) which can inhibit AAKl (adaptor associated kinase 1), compositions comprising such compounds and their use for treating e.g. pain, Alzheimer's disease, Parkinson's disease and schizophrenia.

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