Month: April 2022

Yamada, Haruo; Sugiyama, Hajime; Kajiwara, Masahiro 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.

(R)-Me3COCH2CH(OH)CH2CO2Et, which was prepared by Bakers’ yeast reduction of Me3COCH2COCH2CO2Et, was converted to (R)-3-hydroxybutyrolactone. After cleavage of the lactone ring with PhCH2ONH2, β-lactam cyclization of the hydroxamate was carried out by the Mitsunobu procedure with complete inversion of configuration at C-3 to give (S)-N-benzyloxy-4-acetoxymethyl-2-azetidinone (I). The (R)-azetidinone was also synthesized from (S)-malic acid via (S)-3-hydroxybutyrolactone.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Reference of (R)-4-Hydroxydihydrofuran-2(3H)-one. 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: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Honaucins A-C, Potent Inhibitors of Inflammation and Bacterial Quorum Sensing: Synthetic Derivatives and Structure-Activity Relationships. Author is Choi, Hyukjae; Mascuch, Samantha J.; Villa, Francisco A.; Byrum, Tara; Teasdale, Margaret E.; Smith, Jennifer E.; Preskitt, Linda B.; Rowley, David C.; Gerwick, Lena; Gerwick, William H..

Honaucins A-C were isolated from the cyanobacterium Leptolyngbya crossbyana which was found overgrowing corals on the Hawaiian coast. Honaucin A consists of (S)-3-hydroxy-γ-butyrolactone and 4-chlorocrotonic acid, which are connected via an ester linkage. Honaucin A and its two natural analogs exhibit potent inhibition of both bioluminescence, a quorum-sensing-dependent phenotype, in Vibrio harveyi BB120 and lipopolysaccharide-stimulated nitric oxide production in the murine macrophage cell line RAW264.7. The decrease in nitric oxide production was accompanied by a decrease in the transcripts of several proinflammatory cytokines, most dramatically interleukin-1β. Synthesis of honaucin A, as well as a number of analogs, and subsequent evaluation in anti-inflammation and quorum-sensing inhibition bioassays revealed the essential structural features for activity in this chem. class and provided analogs with greater potency in both assays.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Synthesis called (R)-Ethyl 4-tert-butoxy-3-hydroxybutanoate, a versatile chiral building block for EPC (enantiomerically pure compound) syntheses, by yeast reduction of ethyl 4-tert-butoxy-3-oxobutanoate, Author is Seebach, Dieter; Eberle, Martin, which mentions a compound: 58081-05-3, SMILESS is O=C1OC[C@H](O)C1, Molecular C4H6O3, SDS of cas: 58081-05-3.

Treatment of ROCH2COCH2CO2R1 (I; R = Me3C, R1 = Et) with baker’s yeast and sucrose in H2O at 28° for 4 days gave 72% (R)-ROCH2CH(OH)CH2CO2R1 (II; R = Me3C, R1 = Et) in 97% enantiomeric excess. Similar treatment of I (R = Me3C, R1 = Me; R = PhCH2, R1 = Et) gave 70 and 58% II in 82 and 56% enantiomeric excess resp.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.An, Yang; Li, Yuke; Zhang, Xiao-Yan; Zhang, Zhe; Gou, Xue-Ya; Ding, Ya-Nan; Li, Qiao; Liang, Yong-Min researched the compound: 4-Methoxypiperidine( cas:4045-24-3 ).Application In Synthesis of 4-Methoxypiperidine.They published the article 《Palladium-Catalyzed C-H Amination/[2+3] or [2+4] Cyclization via C(sp3 or sp2)-H Activation》 about this compound( cas:4045-24-3 ) in Organic Letters. Keywords: amino fused bicyclic compound preparation regioselective; iodoarene benzoyloxyamine norbornadiene Catellani reaction amination cyclization palladium catalyst. We’ll tell you more about this compound (cas:4045-24-3).

This report describes a palladium-catalyzed Catellani reaction consisting of amination/[2+3] or [2+4] cyclization via a carboxylate ligand-exchange strategy. This method effectively activates ortho-substituents that avoid a second C-H palladation. The scope of substrates was broad, o-methyl-substituted iodoarenes R-2-CH3-C6H3I (R = H, 4-F, 3-Me, 4-Cl, etc.), 3-iodo-4-methyl-pyridine were applied to the reaction smoothly, and o-phenyl-substituted iodoarenes 2-I-C6H4-(4-R1C6H4-) (R1 = H, Me, Ph, F, etc.), 1-(2-iodo-phenyl)-naphthalene can also be obtained by this method. In terms of mechanism, d. functional theory calculations proved the sequence of the key five-membered aryl-norbornene-palladacycle intermediate formation and C(sp3 or sp2)-H activation.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Schrader, Thomas O.; Zhu, Xiuwen; Kasem, Michelle; Li, Sufang; Liu, Chunyan; Ren, Albert; Wu, Chunrui; Semple, Graeme published the article 《Asymmetric syntheses of (R)-4-halo-6,6a,7,8,9,10-hexahydro-5H-pyrazino[1,2-a][1,n]naphthyridines, important 5-HT2C agonist precursors》. Keywords: halo pyrazinonaphthyridine diastereoselective synthesis precursor 5HT2C agonist.They researched the compound: 4-Chloro-2-fluoropyridine( cas:34941-92-9 ).Category: pyrrolines. 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:34941-92-9) here.

Asym. syntheses of N-protected (R)-4-halo-6,6a,7,8,9,10-hexahydro-5H-pyrazino[1,2-a][1,n]naphthyridines, advanced intermediates for the synthesis of highly potent and selective 5-HT2C agonists, are described. The key transformation involves ring opening of N-protected bicyclic sulfamidate (R)-hexahydro-3H-pyrazino[1,2-c][1,2,3]oxathiazine 1,1-dioxide with (4-halo-2-fluoropyridin-3-yl)lithiums or (3-bromo-5-fluoropyridin-4-yl)lithium. In situ hydrolyzes of the resultant sulfamic acids and subsequent intramol. nucleophilic aromatic substitutions (SNAr) produce the enantiopure tricycles. The two step procedure represents new methodol. for the stereoselective syntheses of tetrahydronaphthyridines.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Pace, Vittorio; Hoyos, Pilar; Alcantara, Andres R.; Holzer, Wolfgang published the article 《Chemoselective CaO-Mediated Acylation of Alcohols and Amines in 2-Methyltetrahydrofuran》. Keywords: alc amine chemoselective acylation calcium oxide methyltetrahydrofuran.They researched the compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3 ).Synthetic Route of C4H6O3. 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.

Calcium oxide is proposed as an innocuous acid scavenger for the chemoselective synthesis of amide- and ester-type compounds Although these mols. have wide spread applications in organic and pharmaceutical chem., and a large number of routes have been designed for their synthesis, the development of more efficient and environmentally friendly acylation strategies remains an ongoing challenge. The use of CaO allows for the stoichiometric acylation of primary alcs. in the presence of phenols or tertiary alcs.; amines can also be subjected to acylation reactions in the presence of hydroxyl groups. Chirality is obtained through acylation if the starting material is an optically pure alc. or if a chiral acylating agent is used. Furthermore, the use of 2-methyltetrahydrofuran (2-MeTHF), a more ecofriendly solvent, leads to maximized yields. This protocol is successfully applied to the synthesis of an interesting N-aryloxazolidin-2-one intermediate for the preparation of linezolid-type compounds

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Zhang, Xiang; Huang, Hai-hong; Chen, Qing-hun published an article about the compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3,SMILESS:O=C1OC[C@H](O)C1 ).Electric Literature of C4H6O3. 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.

A new total synthesis of the bioactive compounds, kinsenoside (I; R1 = H) and goodyeroside A (II; R2 = H), has been accomplished from readily available starting materials. The chiral 2(5H)-furanone III and its enantiomer IV were employed as the key chiral intermediates to construct the chiral glycosides V and VI with the appropriate stereochem. The spectral data of the target compounds and their acetylated derivatives (I; R1 = Ac) and (II; R2 = Ac) are identical with those of the natural and corresponding acetylated products.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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,
1-Pyrroline | C4H7N – PubChem

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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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem