96013-79-5

Upstream product

• 90-01-7 salicylic alcohol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 90-02-8 salicylaldehyde 
• 89-95-2 2-methyl-benzyl alcohol 
• 82112-31-0 1-(tert-butyldimethylsilanyloxy)-2-(tert-butyldimethylsilanyloxymethyl)benzene 

Downstream Products

• 105262-86-0 2-((tert-butyldimethylsilyl)oxy)benzyl bromide 
• 61844-32-4 4-(2-hydroxyphenyl)butan-2-one 
• 63449-79-6 4-(o-methoxyphenyl)-butan-2-one 
• 1007587-65-6 2-(trimethylsilylethynylmethyl)phenyl tert-butyldimethylsilyl ether 
• 39894-71-8 3-(2-hydroxyphenyl)propyne 
• 82112-31-0 1-(tert-butyldimethylsilanyloxy)-2-(tert-butyldimethylsilanyloxymethyl)benzene 

Relevant academic research and scientific papers

PROBE FOR DETECTING CARBAPENEM-RESISTANT BACTERIA AND USE THEREOF

The present disclosure relates to a compound represented by Chemical Formula 1, a probe for detecting antibiotic-resistant bacteria, which includes the compound, a composition containing the compound, a kit including the compound and a method for detectin

Development of carbapenem-based fluorogenic probes for the clinical screening of carbapenemase-producing bacteria

This report describes the synthesis of a library of fluorogenic carbapenemase substrates consisting of carbapenem derivatives, fluorescence dyes, and active cleavable linkers and their evaluation for specifically detecting carbapenemase-producing organism

PRODRUGS OF FUSED-BICYCLIC C5aR ANTAGONISTS

The present disclosure provides, inter alia, Compounds of Formulae IA, IB, IC, IIA, IIB and IIC or pharmaceutically acceptable salts thereof that are modulators of the C5a receptor. Also provided are pharmaceutical compositions and methods of use including the treatment of diseases or disorders involving pathologic activation from C5a and non-pharmaceutical applications.

Hafnium Triflate as a Highly Potent Catalyst for Regio- and Chemoselective Deprotection of Silyl Ethers

As a Group IVB transition metal Lewis acid, hafnium triflate [Hf(OTf) 4 ] exhibited exceptionally high potency in desilylations. Since the amounts of Hf(OTf) 4 required for the deprotection of 1°, 2°, 3° alkyl and aryl tert -butyldimethylsilyl (TBS) ethers are significantly different, ranging from 0.05 mol% to 3 mol%, regioselective deprotection of TBS could be easily implemented. Moreover, chemoselective cleavage of different silyl ethers or removal of TBS in the presence of most hydroxyl protecting groups was also accomplished. NMR analyses of silyl products from TBS deprotection indicated that Hf(OTf) 4 -catalyzed desilylation may proceed via different mechanisms, depending on the solvent used.

Hafnium trifluoromethanesulfonate catalyzed silyl ether protecting group removing method

The invention provides a hafnium trifluoromethanesulfonate catalyzed silyl ether protecting group removing method. Various silyl ether protecting groups of nearly 50 kinds of substrates can be efficiently removed in 0.5-16 hours at room temperature by taking 0.02mol%-0.3mol% hafnium trifluoromethanesulfonate as a catalyst, a silyl ether protected hydroxyl compound as a substrate and conventional AR methanol as a solvent. 42 kinds of silyl ether protecting group removing products can be obtained at high yield by performing conventional slica column chromatography purification on a crude product. By regulating the use amount of the catalyst, the Hf(OTf)4 catalyst can realize regioselective removal of 1-degree, 2-degree and 3-degree alkyl TBS and aryl TBS protective groups. Moreover, in a proper equivalent scope, the Hf(OTf)4 catalyst can also realize 1) chemoselective removal of different kinds of silica-based protective groups; and 2) chemoselective removal of 1-degree TBS protective groups under the condition of not affecting a majority of common hydroxyl protective groups.

Gold-Catalyzed Oxidative Coupling of Alkynes toward the Synthesis of Cyclic Conjugated Diynes

Gold-catalyzed oxidative coupling of alkynes was developed as an efficient approach for the synthesis of challenging cyclic conjugated diynes (CCD). Compared with the classic copper-promoted oxidative coupling reaction of alkynes, this gold-catalyzed process exhibited a faster reaction rate due to rapid reductive elimination from the Au(III) intermediate. This unique reactivity thus allowed a challenging diyne macrocyclization to take place with high efficiency. Condition screening revealed an [(n-Bu)4N]+[Cl-Au-Cl]? salt as the optimal pre-catalyst. Macrocycles with ring size between 13 and 28 atoms were prepared in moderate to good yields, which highlighted the broad substrate scope of this new strategy. Furthermore, the synthetic utilities of the CCDs for copper-free click chemistry have been demonstrated, showcasing the potential application of this strategy in biological systems. Macrocycles are important structural moieties in medicinal and biological research, and efficient methods for macrocyclization are always in high demand. With the unique conformation having six carbon atoms in a linear geometry, the cyclic conjugated diynes (CCD) present greater synthetic challenges and have been much less explored. Therefore, application of these unique macrocycles in biological studies is largely unexplored. Here, we describe the discovery of gold-catalyzed Glaser-Hay type oxidative coupling of terminal alkynes to achieve CCD under diluted conditions with broad substrate scope and great functional group compatibility. Taking advantage of the 14-member cyclic diyne, a copper-free click chemistry was achieved, which provided an effective alternative strategy for the traditional cyclooctyne-based azide-alkyne cycloaddition, suggesting a promising future for this method in tackling challenging problems in related biological and medicinal research. Gold-catalyzed oxidative coupling of alkynes was developed as an efficient approach for the synthesis of challenging cyclic conjugated diyne. Compared with copper-promoted oxidative coupling, this protocol allowed macrocyclization under dilute conditions with good overall reactivity and high functional group tolerance. The success in achieving copper-free click chemistry on cyclic conjugated diyne highlights its potential application in biological and medicinal research.

Highly sulphated cellulose: a versatile, reusable and selective desilylating agent for deprotection of alcoholic TBDMS ethers

A mild, efficient and rapid protocol was developed for the deprotection of alcoholic TBDMS ethers using a recyclable, eco-friendly highly sulphated cellulose sulphate acid catalyst in methanol. This acid catalyst selectively cleaves alcoholic TBDMS ethers in bis-TBDMS ethers containing both alcoholic and phenolic TBDMS ether moieties.

Diverse ring opening of thietanes and other cyclic sulfides: An electrophilic aryne activation approach

Organosulfides are a common class of structure units in bioactive molecules and functional materials motivating continuous developments of efficient synthetic methods. Herein, we report an electrophilic aryne-activated ring opening protocol of one or two

Michael additions of highly basic enolates to ortho -quinone methides

A protocol by which ketone or ester enolates and ortho-quinone methides (o-QMs) are generated in situ in a single reaction flask from silylated precursors under the action of anhydrous fluoride is reported. The reaction partners are joined to give a variety of β-(2-hydroxyphenyl)-carbonyl compounds in 32-94% yield in a single laboratory operation. The intermediacy of o-QMs is supported by control experiments utilizing enolate precursors and conventional alkyl halides as competitive alkylating agents and the isolation of 1,5-dicarbonyl products resulting from conjugate additions that do not restore the aromatic system.

Enantioselective copper-catalyzed intramolecular phenolic O-H bond insertion: Synthesis of chiral 2-carboxy dihydrobenzofurans, dihydrobenzopyrans, and tetrahydrobenzooxepines

Efficient: A copper-catalyzed enantioselective intramolecular insertion of carbenoids into phenolic O-H bonds has been developed. This method can be used for the synthesis of the title compounds in high yields and excellent enantioselectivities under mild and neutral conditions (see scheme). NaBAr F=sodium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate. Copyright