Tag: 252.3342

Multicomponent, Enantioselective Michael-Michael-Aldol-尾-Lactonizations Delivering Complex 尾-Lactones was written by Van, Khoi N.;Romo, Daniel. And the article was included in Journal of Organic Chemistry in 2018.SDS of cas: 950194-37-3 This article mentions the following:

Optically active, tertiary amine Lewis bases react with unsaturated acid chlorides to deliver chiral, 伪,尾-unsaturated acylammonium salts. These intermediates participate in a catalytic, enantioselective, three-component process delivering bi- and tricyclic 尾-lactones through a Michael-Michael-aldol-尾-lactonization. In a single operation, the described multicomponent, organocascade process forms complex bi- and tricyclic 尾-lactones by generating four new bonds, two rings, and up to four contiguous stereocenters. In the racemic series, yields of 22-75% were achieved using 4-pyrrolidinopyridine as Lewis base. In the enantioselective series employing isothiourea catalysts, a kinetic resolution of the initially formed racemic Michael adduct appears operative, providing yields of 46% to quant. (based on 50% max) with up to 94:6 er. Some evidence for a dynamic kinetic asym. transformation for tricyclic-尾-lactone 1d was obtained following optimization (yields up to 61%, 94:6 er) through a presumed reversible Michael. In the experiment, the researchers used many compounds, for example, (S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 950194-37-3SDS of cas: 950194-37-3).

(S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 950194-37-3) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.SDS of cas: 950194-37-3

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Diastereoselective and Enantioselective Silylation of 2-Arylcyclohexanols was written by Wang, Li;Akhani, Ravish K.;Wiskur, Sheryl L.. And the article was included in Organic Letters in 2015.Synthetic Route of C15H12N2S This article mentions the following:

The silylation-based kinetic resolution of trans 2-arylcyclohexanols was accomplished by employing a triaryl silyl chloride as the derivatizing reagent with a com. available isothiourea catalyst. The methodol. is selective for the trans diastereomer over the cis, which provides an opportunity to selectively derivatize one stereoisomer out of a mixture of four. By employing this technol., a facile, convenient method to form a highly enantiomerically enriched silylated alc. was accomplished through a 1-pot reduction-silylation sequence that started with a 2-aryl-substituted ketone. In the experiment, the researchers used many compounds, for example, (S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 950194-37-3Synthetic Route of C15H12N2S).

(S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 950194-37-3) belongs to thiazole derivatives. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Synthetic Route of C15H12N2S

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Organocatalyst-Mediated Dynamic Kinetic Enantioselective Acylation of 2-Chromanols was written by Glazier, Daniel A.;Schroeder, John M.;Liu, Jitian;Tang, Weiping. And the article was included in Advanced Synthesis & Catalysis in 2018.Synthetic Route of C15H12N2S This article mentions the following:

In this update, a catalytic method for the dynamic kinetic enantioselective acylation of 2-chromanols using benzotetramisole-derived catalysts is reported. High yields and enantiomeric excesses were obtained for a broad range of acylated 2-chromanols, which are important intermediates for the synthesis of various bioactive pharmaceuticals. The high stereoselectivity of the reaction originates from a novel cation-n interaction between the chromanol substrate and the acylated catalyst. In the experiment, the researchers used many compounds, for example, (S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 950194-37-3Synthetic Route of C15H12N2S).

(S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 950194-37-3) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at 未 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 掳C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Synthetic Route of C15H12N2S

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Enantioselective 伪-Benzylation of Acyclic Esters Using 蟺-Extended Electrophiles was written by Schwarz, Kevin J.;Yang, Chao;Fyfe, James W. B.;Snaddon, Thomas N.. And the article was included in Angewandte Chemie, International Edition in 2018.Safety of (S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole This article mentions the following:

The first asym. cooperative Lewis base/palladium catalyzed benzylic alkylation of acyclic esters is reported. This reaction proceeds via stereodefined C1-ammonium enolate nucleophiles. Critical to its success was the identification of benzylic phosphate electrophiles, which were uniquely reactive. Alkylated products were obtained with very high levels of enantioselectivity, and this method has been applied toward the synthesis of the thrombin inhibitor DX-9065a. In the experiment, the researchers used many compounds, for example, (S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 950194-37-3Safety of (S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole).

(S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 950194-37-3) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Safety of (S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Multicomponent, Enantioselective Michael-Michael-Aldol-β-Lactonizations Delivering Complex β-Lactones was written by Van, Khoi N.;Romo, Daniel. And the article was included in Journal of Organic Chemistry in 2018.SDS of cas: 950194-37-3 This article mentions the following:

Optically active, tertiary amine Lewis bases react with unsaturated acid chlorides to deliver chiral, α,β-unsaturated acylammonium salts. These intermediates participate in a catalytic, enantioselective, three-component process delivering bi- and tricyclic β-lactones through a Michael-Michael-aldol-β-lactonization. In a single operation, the described multicomponent, organocascade process forms complex bi- and tricyclic β-lactones by generating four new bonds, two rings, and up to four contiguous stereocenters. In the racemic series, yields of 22-75% were achieved using 4-pyrrolidinopyridine as Lewis base. In the enantioselective series employing isothiourea catalysts, a kinetic resolution of the initially formed racemic Michael adduct appears operative, providing yields of 46% to quant. (based on 50% max) with up to 94:6 er. Some evidence for a dynamic kinetic asym. transformation for tricyclic-β-lactone 1d was obtained following optimization (yields up to 61%, 94:6 er) through a presumed reversible Michael. In the experiment, the researchers used many compounds, for example, (S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 950194-37-3SDS of cas: 950194-37-3).

(S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 950194-37-3) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.SDS of cas: 950194-37-3

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Diastereoselective and Enantioselective Silylation of 2-Arylcyclohexanols was written by Wang, Li;Akhani, Ravish K.;Wiskur, Sheryl L.. And the article was included in Organic Letters in 2015.Synthetic Route of C15H12N2S This article mentions the following:

The silylation-based kinetic resolution of trans 2-arylcyclohexanols was accomplished by employing a triaryl silyl chloride as the derivatizing reagent with a com. available isothiourea catalyst. The methodol. is selective for the trans diastereomer over the cis, which provides an opportunity to selectively derivatize one stereoisomer out of a mixture of four. By employing this technol., a facile, convenient method to form a highly enantiomerically enriched silylated alc. was accomplished through a 1-pot reduction-silylation sequence that started with a 2-aryl-substituted ketone. In the experiment, the researchers used many compounds, for example, (S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 950194-37-3Synthetic Route of C15H12N2S).

(S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 950194-37-3) belongs to thiazole derivatives. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Synthetic Route of C15H12N2S

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Organocatalyst-Mediated Dynamic Kinetic Enantioselective Acylation of 2-Chromanols was written by Glazier, Daniel A.;Schroeder, John M.;Liu, Jitian;Tang, Weiping. And the article was included in Advanced Synthesis & Catalysis in 2018.Synthetic Route of C15H12N2S This article mentions the following:

In this update, a catalytic method for the dynamic kinetic enantioselective acylation of 2-chromanols using benzotetramisole-derived catalysts is reported. High yields and enantiomeric excesses were obtained for a broad range of acylated 2-chromanols, which are important intermediates for the synthesis of various bioactive pharmaceuticals. The high stereoselectivity of the reaction originates from a novel cation-n interaction between the chromanol substrate and the acylated catalyst. In the experiment, the researchers used many compounds, for example, (S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 950194-37-3Synthetic Route of C15H12N2S).

(S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 950194-37-3) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at δ 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Synthetic Route of C15H12N2S

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Enantioselective α-Benzylation of Acyclic Esters Using π-Extended Electrophiles was written by Schwarz, Kevin J.;Yang, Chao;Fyfe, James W. B.;Snaddon, Thomas N.. And the article was included in Angewandte Chemie, International Edition in 2018.Safety of (S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole This article mentions the following:

The first asym. cooperative Lewis base/palladium catalyzed benzylic alkylation of acyclic esters is reported. This reaction proceeds via stereodefined C1-ammonium enolate nucleophiles. Critical to its success was the identification of benzylic phosphate electrophiles, which were uniquely reactive. Alkylated products were obtained with very high levels of enantioselectivity, and this method has been applied toward the synthesis of the thrombin inhibitor DX-9065a. In the experiment, the researchers used many compounds, for example, (S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 950194-37-3Safety of (S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole).

(S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 950194-37-3) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Safety of (S)-2-Phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica