Tag: 200-300

Quality Control of Bis[(pinacolato)boryl]methaneIn 2022 ,《Assembling the carbon skeleton of A-74528》 appeared in Chemical Science. The author of the article were Maier, Martin S.; Shemet, Andrej; Trauner, Dirk. The article conveys some information:

The synthesis of A-74528 which culminated in the construction of the full carbon skeleton and the correct installation of all but one stereocenter has been reported. The strategy employs a molybdenum-catalyzed branched allylation to establish the central quaternary carbon and relies on establishing the remaining stereocenters in a substrate-controlled manner. Carbocycles were established using a spiro epoxide annulation, a 1,3-dipolar cycloaddition, followed by an aldol condensation, and a gold-catalyzed hydroarylation. The pyrone was appended to an aldehyde branching off the quaternary stereocenter by a one-carbon homologation and Mukaiyama aldol addition The results came from multiple reactions, including the reaction of Bis[(pinacolato)boryl]methane(cas: 78782-17-9Quality Control of Bis[(pinacolato)boryl]methane)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds.Quality Control of Bis[(pinacolato)boryl]methane Organoboron compounds are versatile intermediates and as such are some of the most important classes of reagents in modern organic chemistry. This stems from their ease of preparation combined with their ability to undergo a broad range of chemical transformations.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Shang, Yong; Wu, Chenggui; Gao, Qianwen; Liu, Chang; Li, Lisha; Zhang, Xinping; Cheng, Hong-Gang; Liu, Shanshan; Zhou, Qianghui published their research in Nature Communications in 2021. The article was titled 《Diversity-oriented functionalization of 2-pyridones and uracils》.Synthetic Route of C12H17BO2 The article contains the following contents:

A palladium/norbornene cooperative catalysis enabled dual-functionalization of iodinated 2-pyridones I (R = H, Me, Bn, mesityl, MOM, PMB; R1 = CH3, F, Cl, CH2OCH3, CH2C(O)2CH3, 4-ethoxy-4-oxobutyl) and uracils like 6-iodo-1,3-bis(phenylmethyl)-2,4(1H,3H)-pyrimidinedione and 5-iodo-1,3-bis(phenylmethyl)-2,4(1H,3H)-pyrimidinedione. The success of this research depends on the use of two unique norbornene derivatives as the mediator. Readily available alkyl halides R2X (R2 = Me, 4-ethoxy-4-oxobutyl, Bn, etc.; X = Br, I)/tosylate like Me tosylate and aryl bromides R2Br are utilized as ortho-alkylating and -arylating reagents, resp. Widely accessible ipso-terminating reagents, including H/DCO2Na, boronic acid like methylboronic acid/ester like pinacol phenylboronate, terminal alkene R3CH=CH2 (R3 = CH3, CH=CHC6H5, CH=CH2, etc.) and alkyne like triisopropylsilylethyne are compatible with this protocol. Thus, a large number of valuable 2-pyridone derivatives, II including deuterium/CD3-labeled 2-pyridones, bicyclic 2-pyridones, 2-pyridone-fenofibrate conjugate, axially chiral 2-pyridone (97% ee), as well as uracil and thymines III and 1,3-dibenzyl-6-methyl-5-((triisopropylsilyl)ethynyl)pyrimidine-2,4(1H,3H)-dione can be quickly prepared in a predictable manner (79 examples reported), which will be very useful in new drug discovery. In the experimental materials used by the author, we found 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Synthetic Route of C12H17BO2)

4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6) can be used as a substrate in the study of Suzuki–Miyaura coupling of various aryl iodides over SiliaCat Pd(0).Synthetic Route of C12H17BO2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Studies toward the Synthesis of Amphidinolide C1: Stereoselective Construction of the C(1)-C(15) Segment》 was published in Organic Letters in 2020. These research results belong to Namirembe, Sheila; Yan, Lu; Morken, James P.. Recommanded Product: 78782-17-9 The article mentions the following:

An enantioselective synthesis of the C(1)-C(15) segment (I) of the marine natural product amphidinolide C has been accomplished by a route that includes a stereoselective boron-Wittig reaction to furnish a trisubstituted alkenylboronate. In addition, the route employs enantioselective alkene diboration to install the C(6) hydroxyl group which undergoes intramol. conjugate addition to establish a THF ring. Lastly, a catalytic Suzuki-Miyaura cross-coupling is accomplished to construct the C(9)-C(10) bond. In the experiment, the researchers used many compounds, for example, Bis[(pinacolato)boryl]methane(cas: 78782-17-9Recommanded Product: 78782-17-9)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds. Organoboron compounds have been a cornerstone of synthetic transformations for decades. Areas such as boron-containing catalysts, metalate chemistry, photoredox methods, and boryl anions have brought significant new developments in understanding and provided new reactivity upon.Recommanded Product: 78782-17-9

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2020,Dalton Transactions included an article by Sun, Xiaoman; Meng, Fanyu; Su, Qing; Luo, Kexin; Ju, Pengyao; Liu, Ziqian; Li, Xiaodong; Li, Guanghua; Wu, Qiaolin. Recommanded Product: 5-(tert-Butyl)-4-hydroxyisophthalaldehyde. The article was titled 《New catalytically active conjugated microporous polymer bearing ordered salen-Cu and porphyrin moieties for Henry reaction in aqueous solution》. The information in the text is summarized as follows:

A catalytically active conjugated microporous polymer (SP-CMP-Cu) was facilely constructed with condensation polymerization of salen-Cu [salen = N,N’-bis(3-tertbutyl-5-formylsalicylidene) ethylenediamine] and pyrrole. The as-synthesized SP-CMP-Cu was completely characterized by powder X-ray diffraction (PXRD), Fourier transform IR (FT-IR) spectroscopy, thermogravimetric anal. (TGA), XPS, and energy-dispersive X-ray (EDX) anal. The morphol. features of SP-CMP-Cu were revealed by SEM and transmission electron microscopy (TEM). According to N2 adsorption/desorption isotherm, Brunauer-Emmett-Teller (BET) surface area of SP-CMP-Cu was calculated to be 252 m2 g-1 with a total pore volume of 0.178 cm3 g-1. SP-CMP-Cu exhibited an outstanding catalytic performance for Henry reaction in aqueous solutions with excellent conversion and good selectivity. Moreover, SP-CMP-Cu can be reused for up to five consecutive runs without any significant loss in its catalytic efficiency.5-(tert-Butyl)-4-hydroxyisophthalaldehyde(cas: 153759-59-2Recommanded Product: 5-(tert-Butyl)-4-hydroxyisophthalaldehyde) was used in this study.

5-(tert-Butyl)-4-hydroxyisophthalaldehyde(cas: 153759-59-2) belongs to phenols.Deprotonation of a phenol forms a corresponding negative phenolate ion or phenoxide ion, and the corresponding salts are called phenolates or phenoxides (aryloxides according to the IUPAC Gold Book).Recommanded Product: 5-(tert-Butyl)-4-hydroxyisophthalaldehyde

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Safety of (3-Chlorophenyl)(phenyl)methanolOn March 27, 2013, Zhang, Wenxue; Dai, Yisi; Zhu, Haizhen; Zhang, Wei published an article in Tetrahedron Letters. The article was 《One-pot synthesis of indene derivatives by CF3SO3H-promoted reactions of benzylic alcohols and 1,3-dicarbonyl compounds》. The article mentions the following:

An efficient and convenient one-pot synthesis of indene derivatives was achieved in moderate to high yields by the CF3SO3H promoted coupling/cyclization reaction of benzylic alcs. and 1,3-dicarbonyls for the first time. For the reactions of methoxy- or methyl-substituted diarylmethanols with 1,3-dicarbonyls, 2 equiv of CF3SO3H was needed to reach the best results; but for the reactions of methoxy-substituted arylethanols with 1,3-dicarbonyls, 0.6 equiv of CF3SO3H at lower temperatures was capable of promoting the reaction finished. After reading the article, we found that the author used (3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3Safety of (3-Chlorophenyl)(phenyl)methanol)

(3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains.Safety of (3-Chlorophenyl)(phenyl)methanol The joining of a fatty acid to glycerol to form a triacylglycerol removes the −OH from the carboxy end of the fatty acid.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Recommanded Product: 63012-03-3On September 1, 2008 ,《Cesium hydroxide-promoted aerobic oxidation of sec-aromatic alcohols》 was published in Tetrahedron Letters. The article was written by Zhang, Weiwei; Liu, Miaochang; Wu, Huayue; Ding, Jinchang; Cheng, Jiang. The article contains the following contents:

A CsOH-promoted aerobic oxidation of sec-aromatic alcs. was developed, using air as a free and clean oxidant, and providing aryl ketones in good to excellent yields.(3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3Recommanded Product: 63012-03-3) was used in this study.

(3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains.Recommanded Product: 63012-03-3 The joining of a fatty acid to glycerol to form a triacylglycerol removes the −OH from the carboxy end of the fatty acid.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 20880-92-6On September 30, 2020 ,《An Expedient Method for Kinetically Controlled Acetonide Formation from D-Fructose Induced by Ionic Liquid Catalyst Accompanied with SrCl2·6H2O》 was published in Catalysis Letters. The article was written by Yildirim, Ayhan. The article contains the following contents:

The present work was undertaken to ascertain whether IL-metal salt catalyzed isopropylidenation of D-fructose yield desired acetonides. For the first time, an imidazole based ionic liquid compound accompanied with strontium chloride has been identified as a suitable dual catalyst system for the chemoselective O-isopropylidenation of D-fructose with acetone. In the present protocol, mainly the kinetically controlled less stable cyclic ketal 1,2;4,5-di-O-isopropylidene-β-D-fructopyranose is formed as an initial product with satisfactory yield and without isomerization to the thermodynamically more stable cyclic ketal 2,3;4,5-di-O-isopropylidene-β-D-fructopyranose. Therefore, this protocol is more advantageous compared to other mineral acid catalyzed protocols that require more sensitive reaction conditions. After reading the article, we found that the author used ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Related Products of 20880-92-6)

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-​II (CA-​II)​.Related Products of 20880-92-6 And it is used as chiral auxiliaries in Michael and Aldol addition reactions.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Selective uni- and bidirectional homologation of diborylmethane》 was written by Blair, Daniel J.; Tanini, Damiano; Bateman, Joseph M.; Scott, Helen K.; Myers, Eddie L.; Aggarwal, Varinder K.. Recommanded Product: Bis[(pinacolato)boryl]methaneThis research focused onuni bidirectional homologation diborylmethane; bis boronic ester preparation reactivity. The article conveys some information:

Diborylmethane can be homologated uni- and bidirectionally by using enantiomerically pure lithium-stabilized carbenoids to give 1,2- and 1,3-bis(boronic esters), resp., in good yield and with excellent levels of enantio- and diastereoselectivity. The high sensitivity of the transformation to steric hindrance enables the exclusive operation of either manifold, effected through the judicious choice of the type of carbenoid, which can be a sparteine-ligated or a diamine-free lithiated benzoate/carbamate. The scope of the 1,2-bis(boronic esters) so generated is complementary to that encompassed by the asym. diboration of alkenes, in that primary-secondary and primary-tertiary 1,2-bis(boronic esters) can be prepared with equally high levels of selectivity and that functional groups, such as terminal alkynes and alkenes, are tolerated. Methods for forming C2-sym. and non-sym. anti and syn 1,3-bis(boronic esters) are also described and represent a powerful route towards 1,3-functionalized synthetic intermediates. In the experiment, the researchers used Bis[(pinacolato)boryl]methane(cas: 78782-17-9Recommanded Product: Bis[(pinacolato)boryl]methane)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds. Organoboron compounds have been a cornerstone of synthetic transformations for decades. Areas such as boron-containing catalysts, metalate chemistry, photoredox methods, and boryl anions have brought significant new developments in understanding and provided new reactivity upon.Recommanded Product: Bis[(pinacolato)boryl]methane

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

HPLC of Formula: 78782-17-9In 2019 ,《Stereoselective Synthesis of Trisubstituted Alkenylboron Reagents by Boron-Wittig Reaction of Ketones》 was published in Organic Letters. The article was written by Namirembe, Sheila; Gao, Chenpeng; Wexler, Ryan P.; Morken, James P.. The article contains the following contents:

Application of the boron-Wittig reaction to ketone electrophiles provides a straightforward route to trisubstituted alkenylboronic esters. With either a pentamethyldiethylenetriamine or trimethyl-1,4,7-triazacyclononane additive, the olefination can occur with very high levels of stereocontrol and in good chem. yield. In the experimental materials used by the author, we found Bis[(pinacolato)boryl]methane(cas: 78782-17-9HPLC of Formula: 78782-17-9)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds.HPLC of Formula: 78782-17-9 Organoboron compounds have been a cornerstone of synthetic transformations for decades. Areas such as boron-containing catalysts, metalate chemistry, photoredox methods, and boryl anions have brought significant new developments in understanding and provided new reactivity upon.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Ultralight covalent organic framework/graphene aerogels with hierarchical porosity》 was written by Li, Changxia; Yang, Jin; Pachfule, Pradip; Li, Shuang; Ye, Meng-Yang; Schmidt, Johannes; Thomas, Arne. COA of Formula: C9H6O6 And the article was included in Nature Communications in 2020. The article conveys some information:

The fabrication of macroscopic objects from covalent organic frameworks (COFs) is challenging but of great significance to fully exploit their chem. functionality and porosity. Herein, COF/reduced graphene oxide (rGO) aerogels synthesized by a hydrothermal approach are presented. The COFs grow in situ along the surface of the 2D graphene sheets, which are stacked in a 3D fashion, forming an ultralight aerogel with a hierarchical porous structure after freeze-drying, which can be compressed and expanded several times without breaking. The COF/rGO aerogels show excellent absorption capacity (uptake of >200 g organic solvent/g aerogel), which can be used for removal of various organic liquids from water. Moreover, as active material of supercapacitor devices, the aerogel delivers a high capacitance of 269 F g-1 at 0.5 A g-1 and cycling stability over 5000 cycles. The results came from multiple reactions, including the reaction of 2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde(cas: 34374-88-4COA of Formula: C9H6O6)

2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde(cas: 34374-88-4) is a member of phloroglucinol derivatives.COA of Formula: C9H6O6For acyl phloroglucinols, it is considered the largest category of compounds among phloroglucinols of natural characteristics.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts