Heterocyclic Building Blocks-Pyrrolines

Hollingsworth, Rawle I. published an article about the compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3,SMILESS:O=C1OC[C@H](O)C1 ).Related Products of 58081-05-3. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:58081-05-3) through the article.

(S)-3,4-Dihydroxybutanoic acid and its γ-lactone [(S)-4-hydroxytetrahydrofuran-2-one] are important four-carbon synthons obtainable from some substituted D-hexose sugars and from L-malic acid. Until now there has been no easy route to the R-isomers because of the rarity both of suitably substituted L-hexose sugars and D-malic acid. Here we describe a method for preparing both enantiomeric forms of the free acids and their corresponding γ-lactones from pentose sugars.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Sun, Yan; Fu, Rong; Lin, Songwen; Zhang, Jingbo; Ji, Ming; Zhang, Yan; Wu, Deyu; Zhang, Kehui; Tian, Hua; Zhang, Mingyi; Sheng, Li; Li, Yan; Jin, Jing; Chen, Xiaoguang; Xu, Heng published the article 《Discovery of new thieno[2,3-d]pyrimidine and thiazolo[5,4-d]pyrimidine derivatives as orally active phosphoinositide 3-kinase inhibitors》. Keywords: PI3K inhibitor thienopyrimidine thiazolopyrimidine synthesis anticancer; Anti-tumor activities; Fraction of sp(3) carbon atoms (Fsp(3)); Phosphoinositide 3-kinase inhibitors; Thiazolo[5,4-d]pyrimidine; Thieno[2,3-d]pyrimidine.They researched the compound: 4-Methoxypiperidine( cas:4045-24-3 ).Product Details of 4045-24-3. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:4045-24-3) here.

As abnormal PI3K signaling is a feature of many types of cancer, the development of orally active PI3K inhibitors is of great significance for targeted cancer therapy. Through integrating strategies of reducing aromatic character/increasing the fraction of sp3 carbons together with scaffold hopping, we designed and synthesized two new series of thieno[2,3-d]pyrimidine and thiazolo[5,4-d]pyrimidine derivatives for use as PI3K inhibitors. Our structure-activity relationship studies led to the identification of thieno[2,3-d]pyrimidine 6a and thiazolo[5,4-d]pyrimidine 7a (I and II, resp.), which exhibited remarkable nanomolar PI3K potency, good antiproliferative activity, favorable pharmacokinetic properties and significant in vivo anti-cancer efficacy. Notably, thiazolo[5,4-d]pyrimidine 7a had better anti-cancer activity than thieno[2,3-d]pyrimidine 6a and is worthy of further pre-clin. evaluation for its use in cancer treatment.

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Pyrroline – Wikipedia,
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Application of 34941-92-9. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 4-Chloro-2-fluoropyridine, is researched, Molecular C5H3ClFN, CAS is 34941-92-9, about Native functionality in triple catalytic cross-coupling: sp3 C-H bonds as latent nucleophiles. Author is Shaw, Megan H.; Shurtleff, Valerie W.; Terrett, Jack A.; Cuthbertson, James D.; MacMillan, David W. C..

The use of sp3 C-H bonds-which are ubiquitous in organic mols.-as latent nucleophile equivalent for transition metal-catalyzed cross-coupling reactions has the potential to substantially streamline synthetic efforts in organic chem. while bypassing substrate activation steps. Through the combination of photoredox-mediated hydrogen atom transfer (HAT) and nickel catalysis, we have developed a highly selective and general C-H arylation protocol that activates a wide array of C-H bonds as native functional handles for cross-coupling. This mild approach takes advantage of a tunable HAT catalyst that exhibits predictable reactivity patterns based on enthalpic and bond polarity considerations to selectively functionalize α-amino and α-oxy sp3 C-H bonds in both cyclic and acyclic systems.

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Pyrroline – Wikipedia,
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Name: 4-Chloro-2-fluoropyridine. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 4-Chloro-2-fluoropyridine, is researched, Molecular C5H3ClFN, CAS is 34941-92-9, about C-O Cross-Coupling of Activated Aryl and Heteroaryl Halides with Aliphatic Alcohols. Author is Maligres, Peter E.; Li, Jing; Krska, Shane W.; Schreier, John D.; Raheem, Izzat T..

The authors describe a Pd/Josiphos catatyst system for alkoxylation of activated aryl and heteroaryl halides with primary, secondary, and select tertiary alcs. E.g., in presence of [Pd2(dba)3] and ligand CyPF-tBu (I), C-O cross-coupling of 4-chloro-2-methylquinoline and PhCH2CH2OH gave 99% aromatic ether 4-(2-phenylethoxy)-2-methylquinoline.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Quality Control of 4-Methoxypiperidine. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 4-Methoxypiperidine, is researched, Molecular C6H13NO, CAS is 4045-24-3, about Amine-Responsive Disassembly of AuI-CuI Double Salts for Oxidative Carbonylation. Author is Cao, Yanwei; Yang, Jian-Gong; Deng, Yi; Wang, Shengchun; Liu, Qi; Shen, Chaoren; Lu, Wei; Che, Chi-Ming; Chen, Yong; He, Lin.

A sensitive amine-responsive disassembly of self-assembled AuI-CuI double salts was observed and its use for the synergistic catalysis was enlightened. Study of the disassembly of [Au(NHC)2][CuI2] revealed the contribution of Cu-assisted ligand exchange of N-heterocyclic carbene (NHC) by amine in [Au(NHC)2]+ and the capacity of [CuI2]- on the oxidative step. By integrating the implicative information coded in the responsive behavior and inherent catalytic functions of d10 metal complexes, a catalyst for the oxidative carbonylation of amines was developed. The advantages of this method were clearly reflected on mild reaction conditions and the significantly expanded scope (51 examples); both primary and steric secondary amines can be employed as substrates. The cooperative reactivity from Au and Cu centers, as an indispensable prerequisite for the excellent catalytic performance, was validated in the synthesis of (un)sym. ureas and carbamates.

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Pyrroline – Wikipedia,
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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Aliphatic and aromatic glucosides from Anoectochilus koshunensis, published in 1993-07-31, which mentions a compound: 58081-05-3, mainly applied to glycoside aliphatic aromatic Anoectochilus, COA of Formula: C4H6O3.

A new simple aliphatic glucoside, 3-(R)-3-β-D-glucopyranosyloxybutanolide (kinsenoside) with its congeners and a heterocyclic aromatic glucoside, β-glucopyranosyl-3-pyridinemethanol (nicoloside) were isolated from whole plants of A. koshunensis. Their structures were elucidated from chem. and spectroscopic evidence.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Category: pyrrolines. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 4-Chloro-2-fluoropyridine, is researched, Molecular C5H3ClFN, CAS is 34941-92-9, about Total Synthesis of (-)-Maximiscin. Author is McClymont, Kyle S.; Wang, Feng-Yuan; Minakar, Amin; Baran, Phil S..

A short, enantioselective synthesis of (-)-maximiscin (I), a structurally intriguing metabolite of mixed biosynthetic origin, is reported. A retrosynthetic anal. predicated on maximizing ideality and efficiency led to several unusual disconnections and tactics. Formation of the central highly oxidized pyridone ring through a convergent coupling at the end of the synthesis simplified the route considerably. The requisite building blocks could be prepared from feedstock materials (derived from shikimate and mesitylene). Strategies rooted in hidden symmetry recognition, C-H functionalization, and radical retrosynthesis played key roles in developing this concise route.

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Mercado-Marin, Eduardo V.; Chheda, Pratik Rajesh; Faulkner, Andrea; Carrera, Diane published the article 《Magnesium ethoxide mediated lactone aminolysis with aminoheterocycles》. Keywords: aromatic amine lactone aminolysis reaction; amino amide preparation.They researched the compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3 ).Name: (R)-4-Hydroxydihydrofuran-2(3H)-one. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:58081-05-3) here.

A mild method for the aminolysis of lactones with aminoheterocycles in the presence of magnesium ethoxide was described. A wide range of electronically diverse aminoheterocycles and substituted lactones successfully participated in this transformation to furnish the resulting amido-alc. products. Further application of this method to the synthesis of chiral α-amino amides derivatives was also described.

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Pyrroline – Wikipedia,
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Nakagawa, Atsushi; Suzuki, Takahiro; Kato, Ko; Shinmyo, Atsuhiko; Suzuki, Toshio published an article about the compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3,SMILESS:O=C1OC[C@H](O)C1 ).HPLC of Formula: 58081-05-3. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:58081-05-3) through the article.

(S)-4-Chloro-3-hydroxybutyrate (CHB) is essential for the synthesis of biol. and pharmacol. important compounds Rhizobium sp. DS-S-51 isolated from soil samples showed hydrolytic activity toward (R)-CHB in the racemate to (R)-3-hydroxy-γ-butyrolactone (HL) under a simple composition of the reaction. Residual (S)-CHB was obtained with high optical purity. The gene encoding the enzyme concerned, designated CHB hydrolase, was isolated from DS-S-51, and the gene was highly expressed in Escherichia coli JM109. When the resolution of racemic Me CHB (CHBM) as a substrate was performed using this recombinant cell, JM109 (pKK-R1), the hydrolytic activity was found to be 40-fold greater than that of DS-S-51, and the maximum concentration of the substrate added increased 2-fold. Moreover, (R)-HL was also obtained without decreasing the optical purity compared with that when (R)-CHBM was used as a substrate.

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Pyrroline – Wikipedia,
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Application In Synthesis of (R)-4-Hydroxydihydrofuran-2(3H)-one. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about New chiral synthons. β,γ-Epoxy esters. Application to the synthesis of enantiomerically pure β-hydroxy esters. Author is Larcheveque, Marc; Henrot, Serge.

The preparation of optically pure β,γ-epoxy esters I (R = H, Me) was achieved through the opening of 3-hydroxy butanolides II with trimethylsilyl iodide followed by cyclization with silver oxide. I react with organocuprates to afford β-hydroxy esters III (R1 = Me, Et, Bu, Me2C:CH, BuCH:CH) of high enantiomeric purity.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem