Heterocyclic Building Blocks-Pyrrolines

Kasai, Naoya; Suzuki, Toshio published the article 《Production of chiral C3 and C4 units via microbial resolution of 2,3-dichloro-1-propanol, 3-chloro-1,2-propanediol and related halohydrins》. Keywords: microbial resolution fermentation chiral.They researched the compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3 ).Recommanded Product: 58081-05-3. 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:58081-05-3) here.

The study and development of microbial methods for the industrial-scale production of C3 and C4 chiral synthetic units such as 2,3-dichloro-1-propanol (DCP), epichlorohydrin (EP), 3-chloro-1,2-propanediol (CPD), glycidol (GLD), 4-chloro-3-hydroxy-butyrate (CHB), 3-hydroxy-γ-butyrolactone (HL) is described. The following points are emphasized: overall strategy; screening, isolation, and cultivation of bacteria; control of fermentation reactions; and transfer from lab- to production-scale.

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

Kasai, Naoya; 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 ).Computed Properties 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.

The study and development of microbial methods for the industrial-scale production of C3 and C4 chiral synthetic units such as 2,3-dichloro-1-propanol (DCP), epichlorohydrin (EP), 3-chloro-1,2-propanediol (CPD), glycidol (GLD), 4-chloro-3-hydroxy-butyrate (CHB), 3-hydroxy-γ-butyrolactone (HL) is described. The following points are emphasized: overall strategy; screening, isolation, and cultivation of bacteria; control of fermentation reactions; and transfer from lab- to production-scale.

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

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 59782-89-7, is researched, Molecular C6H5ClIN, about An improved procedure for the oxidation of 2,5- and 5,6-dihalo-3-methylpyridines, the main research direction is nicotinic acid dihalo; halonicotinic acid; methyldihalopyridine oxidation ammonium permanganate.Recommanded Product: 2-Chloro-5-iodo-3-methylpyridine.

Nicotinic acids I (R = Br, Cl, F; R1 = iodo, Br, Cl) were obtained from methylpyridines II and Bu4N+ MnO4-. Similarly prepared were acids III (R2 = Br, Cl). 5,6-Dibromo-3-methylpyridine in pyridine was oxidized by Bu4N+ MnO4- at 75-80° to give III (R2 = Br).

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

Reference of (R)-4-Hydroxydihydrofuran-2(3H)-one. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Chiral, biomimetic total synthesis of (-)-aplysistatin. Author is Shieh, Hong Ming; Prestwich, Glenn D..

The marine antineoplastic agent aplysistatin (I), from Aplysia angasi, was prepared enantiospecifically in 6 steps from R-(+)-malic acid. The key step was the biomimetic cyclization of lactone II with 2,4,4,6-tetrabromocyclohexa-2,5-dienone in MeNO2 at 20° for 2 h to give a 19:81 mixture of dihydroaplysistatins III (β-Br, β-Me, α-H; α-Br, α-Me, β-H).

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

Synthetic Route of C4H6O3. 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 Production of chiral C3 and C4 units via microbial resolution of 2,3-dichloro-1-propanol, 3-chloro-1,2-propanediol and related halohydrins. Author is Kasai, Naoya; Suzuki, Toshio.

The study and development of microbial methods for the industrial-scale production of C3 and C4 chiral synthetic units such as 2,3-dichloro-1-propanol (DCP), epichlorohydrin (EP), 3-chloro-1,2-propanediol (CPD), glycidol (GLD), 4-chloro-3-hydroxy-butyrate (CHB), 3-hydroxy-γ-butyrolactone (HL) is described. The following points are emphasized: overall strategy; screening, isolation, and cultivation of bacteria; control of fermentation reactions; and transfer from lab- to production-scale.

In some applications, this compound(58081-05-3)Synthetic Route of C4H6O3 is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

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

Application In Synthesis of (R)-4-Hydroxydihydrofuran-2(3H)-one. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Stereoselective Cobalt-Catalyzed Cross-Coupling Reactions of Arylzinc Chlorides with α-Bromolactones and Related Derivatives. Author is Hofmayer, Maximilian S.; Sunagatullina, Alisa; Broesamlen, Daniel; Mauker, Philipp; Knochel, Paul.

α-Bromolactones bearing a substituent in the β-position undergo a highly trans-diastereoselective arylation with arylzinc chlorides in the presence of 10-20% CoCl2 and 10-20% PPh3 in THF under mild conditions (25°C, 16 h) leading to optically enriched α-arylated lactones and protected aldol products (99% ee) in 52-96% yield. The synthetic utility of this arylation was demonstrated by the stereoselective preparation of an artificial rotenoid MOM-protected munduserol derivative

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

Electric Literature of C5H3ClFN. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 4-Chloro-2-fluoropyridine, is researched, Molecular C5H3ClFN, CAS is 34941-92-9, about Access to Highly Substituted 7-Azaindoles from 2-Fluoropyridines via 7-Azaindoline Intermediates. Author is Nuhant, Philippe; Allais, Christophe; Chen, Ming Z.; Coe, Jotham W.; Dermenci, Alpay; Fadeyi, Olugbeminiyi O.; Flick, Andrew C.; Mousseau, James J..

A versatile synthesis of 7-azaindoles e. g., I, from substituted 2-fluoropyridines is described. C3-metalation and 1,4-addition to nitroolefins provide substituted 2-fluoro-3-(2-nitroethyl)pyridines. A facile oxidative Nef reaction/reductive amination/intramol. SNAr sequence furnishes 7-azaindolines. Finally, optional regioselective electrophilic C5-substitution (e.g., bromination or nitration) and subsequent in situ oxidation delivers highly functionalized 7-azaindoles in high overall efficiency.

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

Related Products of 58081-05-3. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Single-step conversion of chiral carnitine and derivatives into (S)- and (R)-β-substituted γ-butyrolactones. Author is Calvisi, Giuseppina; Catini, Roberto; Chiariotti, Wilma; Giannessi, Fabio; Muck, Sandra; Tinti, Maria Ornella; De Angelis, Francesco.

An efficient 1-step conversion of chiral carnitine and its derivatives into stereoisomerically pure (S)- and (R)-β-substituted γ-butyrolactones by cyclocondensation is described. (S)- or (R)-carnitine and (R)-aminocarnitine give β-hydroxy-γ-butyrolactone and β-amino-γ-butyrolactone in 82 and 77% yield, resp., with retention. (R)-(acetylamino)carnitine gives (R)-β-acetylamino-γ-butyrolactone in 90% yield, while (R)-acetylcarnitine gives 2(5H)-furanone under the same reaction conditions in 77% yield via cyclization and subsequent elimination. (R)-N-benzyloxycarnitinamide gives a mixture of pyrrolidinone (11% yield) and furanoyl imidate (50% yield) derivatives

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

Patil, Dilip V.; Si, Tengda; Kim, Hun Young; Oh, Kyungsoo published the article 《Visible-Light-Induced Photoaddition of N-Nitrosoalkylamines to Alkenes: One-Pot Tandem Approach to 1,2-Diamination of Alkenes from Secondary Amines》. Keywords: amino oxime preparation diastereoselective; amine alkene photoaddn nitrosation.They researched the compound: 4-Methoxypiperidine( cas:4045-24-3 ).Synthetic Route of C6H13NO. 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.

The generation of aminium radical cation species from N-nitrosoamines is disclosed for the first time through visible-light excitation at 453 nm. The developed visible-light-promoted photoaddn. reaction of N-nitrosoamines to alkenes, e.g., 1H-Indene was combined with the o-NQ-catalyzed aerobic oxidation protocol of amines, e.g., 1,4-dioxa-8-azaspiro[4.5]decane to telescope the direct handling of harmful N-nitroso compounds, where the desired α-amino oxime derivatives e.g., I were obtained in a one-pot tandem N-nitrosation and photoaddn. sequence.

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

Product Details of 4045-24-3. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 4-Methoxypiperidine, is researched, Molecular C6H13NO, CAS is 4045-24-3, about Copper-Catalyzed Oxalamide-Directed ortho-C-H Amination of Anilines with Alkylamines. Author is Wu, Peng; Huang, Wei; Cheng, Tai-Jin; Lin, Hai-Xia; Xu, Hui; Dai, Hui-Xiong.

A copper-catalyzed oxalamide-directed ortho-C-H amination of anilines has been developed by using 1 atm of air as the sole oxidant. The protocol shows excellent functional group tolerance, and some heterocyclic amines including indole, benzothiophene, benzothiazole, quinoline, isoquinoline, and quinoxaline could be compatible in the reaction. The late-stage diversification of medicinal drugs demonstrates the synthetic utility of this protocol.

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