137396-02-2

Upstream product

• 102127-34-4 4-bromo-3-methoxyphenol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 16807-60-6 3-methoxycyclohex-2-en-1-one 
• 494773-45-4 4-bromo-3-hydroxy-phenyl 4-methyl-benzenesulfonate 
• 137396-01-1 4-bromo-3-methoxyphenyl 4-methylbenzenesulfonate 
• 6626-15-9 4-Bromoresorcinol 

Downstream Products

• 137396-04-4 Acetic acid 4-methoxy-5,8-dioxo-7-propyl-5,8-dihydro-naphthalen-2-yl ester 
• 137396-08-8 2-[2-(4-Acetoxy-2-methoxy-phenyl)-2-oxo-eth-(Z)-ylidene]-pentanoic acid methyl ester 
• 137396-07-7 Acetic acid 7-methoxy-1-oxo-3-propyl-indan-5-yl ester 
• 137396-09-9 Acetic acid 2'-hydroxy-2-methoxy-3',5'-dipropyl-biphenyl-4-yl ester 
• 936030-64-7 9-[1-(4-hydroxy-2-methoxyphenyl)]-6-hydroxy-3H-xanthen-3-one 
• 936030-65-8 9-[1-(2-methoxy-4-methoxycarbonylmethoxyphenyl)]-6-hydroxy-3H-xanthen-3-one 
• 936030-66-9 9-[1-(2-methoxy-4-methoxycarbonylmethoxyphenyl)]-3H-xanthen-3-on-6-yl-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranoside) 
• 1160293-66-2 N,N-diethyl O-[1-isopropoxy-5-methoxymethoxy-2-(4-tert-butyldimethylsiloxy-2-methoxyphenyl)]-1-naphthylcarbamate 
• 1160293-47-9 N,N-diethyl O-[1-isopropoxy-5-methoxy-2-(4-tert-butyldimethylsiloxy-2-methoxyphenyl)]naphthyl-1-carbamate 
• 1620515-78-7 3-methoxy-4-(5-(methyl(2,2,6,6-tetramethylpiperidin-4-yl)amino)-1,3,4-thiadiazol-2-yl)phenol 
• 1620515-79-8 3-methoxy-4-(5-(methyl(2,2,6,6-tetramethylpiperidin-4-yl)amino)-1,3,4-thiadiazol-2-yl)phenyl trifluoromethanesulfonate 
• 1620514-53-5 5-(2-methoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)-1,3,4-thiadiazol-2-amine 
• 1620514-66-0 2-(5-(methyl(2,2,6,6-tetramethylpiperidin-4-yl)amino)-1,3,4-thiadiazol-2-yl)-5-(1-methyl-1H-pyrazol-4-yl)phenol 
• 955929-53-0 (4-{[tert-butyl(dimethyl)silyl]oxy}-2-methoxyphenyl)boronic acid 

Relevant academic research and scientific papers

Synthesis of highly substituted fluorenones via metal-free TBHP-promoted oxidative cyclization of 2-(aminomethyl)biphenyls. Application to the total synthesis of nobilone

Highly substituted fluorenones are readily prepared in mostly fair to good yields via metal- and additive-free TBHP-promoted cross-dehydrogenative coupling (CDC) of readily accessible N-methyl-2-(aminomethyl)biphenyls and 2-(aminomethyl)biphenyls. This methodology is compatible with numerous functional groups (methoxy, cyano, nitro, chloro, and SEM and TBS-protective groups for phenols) and was further utilized in the first total synthesis of the natural product nobilone.

Use of Intramolecular 1,5-Sulfur-Oxygen and 1,5-Sulfur-Halogen Interactions in the Design of N-Methyl-5-aryl- N-(2,2,6,6-tetramethylpiperidin-4-yl)-1,3,4-thiadiazol-2-amine SMN2 Splicing Modulators

Spinal muscular atrophy (SMA) is a debilitating neuromuscular disease caused by low levels of functional survival motor neuron protein (SMN) resulting from a deletion or loss of function mutation of the survival motor neuron 1 (SMN1) gene. Branaplam (1) elevates levels of full-length SMN protein in vivo by modulating the splicing of the related gene SMN2 to enhance the exon-7 inclusion and increase levels of the SMN. The intramolecular hydrogen bond present in the 2-hydroxyphenyl pyridazine core of 1 enforces a planar conformation of the biaryl system and is critical for the compound activity. Scaffold morphing revealed that the pyridazine could be replaced by a 1,3,4-thiadiazole, which provided additional opportunities for a conformational constraint of the biaryl through intramolecular 1,5-sulfur-oxygen (S···O) or 1,5-sulfur-halogen (S···X) noncovalent interactions. Compound 26, which incorporates a 2-fluorophenyl thiadiazole motif, demonstrated a greater than 50% increase in production of full-length SMN protein in a mouse model of SMA.

Shuttling Catalyst: Facilitating C?C Bond Formation via Cross-Couplings with a Thermoresponsive Polymeric Ligand

A poly(ethylene glycol) (PEG) linked ortho-MeO-phenyldicyclohexylphosphine (MeO-WePhos) ligand has been synthesized to promote Pd-catalyzed carbon-carbon bond formation by cross-couplings including Sonogashira, Heck, Hiyama and Stille reactions, providing corresponding (hetero)aryl substituted alkynes, alkenes and bi(hetero)aryls in good to excellent isolated yields with low Pd loadings. Facilitated by the lower critical solution temperature behaviour of the polymeric monophosphine ligand, the metal-complex could rapidly shuttle between organic and water phases as regulated by temperature, enabling highly efficient catalyst recycling via a simple phase separation. The chemical structure of ligand was determined by matrix-assisted laser desorption/ionization-time of flight mass spectrometry, nuclear magnetic resonance spectrometry and size-exclusion chromatography measurements. Notably, as demonstrated by the inductively coupled plasma-atomic emission spectrometry measurement, 98% Pd was kept in the water phase after 6 cycles of catalyst recycling experiments. Given the profound impact of transition-metal-catalyzed covalent bond formation and the increasing demand of sustainable chemistry, this work provides an alternative method to conduct cross-couplings with a polymeric shuttling catalyst.

Practical regioselective halogenation of vinylogous esters: Synthesis of differentiated mono-haloresorcinols and polyhalogenated resorcinols

A practical and efficient method for the direct, regioselective conversion of vinylogous esters to haloresorcinols is reported. Control of the reaction conditions enables synthesis of either the 4- or 6-haloresorcinol isomers from a common precursor with excellent regiocontrol and high yield. The generality and functional group tolerance of this novel protocol is demonstrated. The utility of this methodology to access polyhaloresorcinols is also reported. These methods create useful functionalized building blocks for further synthetic applications.

A PROCESS FOR THE PREPARATION PUERARIAFURAN

The present invention relates to a chemical method for producing puerariafuran, which is separated from Pueraria thunbergiana having various physiological activities, and derivatives thereof. The chemical method for producing puerariafuran and derivatives

First synthesis and anti-inflammatory effects of puerariafuran and its derivatives

The total synthesis of puerariafuran and its derivatives was achieved for the first time by the direct reaction between substituted α-bromoacetophenones and resorcinol. The reaction was mediated by neutral alumina and was fully regio-controlled. Subsequen

Regiodivergent halogenation of vinylogous esters: One-pot, transition-metal-free access to differentiated haloresorcinols

We report an efficient method for the regiodivergent synthesis of halogenated resorcinol derivatives using readily available vinylogous esters and sulfonyl halide halogen donors. Either the 4- or 6-haloresorcinol isomer is accessible from a common precursor. In contrast to conventional oxidants for arene halogenation, mild sulfonyl halides allow broad functional group compatibility. The strategy inherently differentiates the two resorcinol oxygen atoms and enhances the potential for complex molecule synthesis.

1,4-DISUBSTITUTED PYRIDAZINE ANALOGS AND METHODS FOR TREATING SMN-DEFICIENCY-RELATED CONDITIONS

The present invention provides a compound of formula (I) or a pharmaceutically acceptable salt thereof; a method for manufacturing the compounds of the invention, and its therapeutic uses. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical composition.

THIADIAZOLE ANALOGS THEREOF AND METHODS FOR TREATING SMN-DEFICIENCY-RELATED-CONDITIONS

The present invention provides a compound of Formula (X) or a pharmaceutically acceptable salt thereof; a method for manufacturing the compounds of the invention, and its therapeutic uses. The present invention further provides a combination of pharmacolo

A highly diastereoselective oxa-Pictet-Spengler approach to (+)-astropaquinone B and (+)-astropaquinone C and the formation of astropaquinone B dimer

A concise and highly diastereoselective synthesis of (+)-astropaquinone B and (+)-astropaquinone C is reported. The synthetic strategy is based on an efficient combination of Doetz benzannulation using a chiral alkyne to construct the naphthalene unit and