Category: 58081-05-3

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Diastereoselective Synthesis of C2′-Fluorinated Nucleoside Analogues Using an Acyclic Approach, published in 2016-11-18, which mentions a compound: 58081-05-3, Name is (R)-4-Hydroxydihydrofuran-2(3H)-one, Molecular C4H6O3, Electric Literature of C4H6O3.

Nucleoside analogs bearing a fluorine in the C2′-position have been synthesized by SN2-like cyclizations of acyclic thioaminal precursors. This strategy provides access to two scaffolds, D-1′,2′-cis-thiofuranosides and D-1′,2′-trans-furanosides, which are difficult to generate using the standard approach for nucleoside synthesis. The addition of silylated nucleobases onto model C2-fluorinated dithioacetal substrates resulted in 1,2-syn diastereoselectivity, which is consistent with the C2-F and S-alkyl moiety being in close proximity. A new series of analogs bearing a C3′ all-carbon quaternary center along with a C2′-F atom have also been synthesized using this approach and are being investigated as potential antimetabolites.

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Pyrroline – Wikipedia,
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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Synthesis of ligands related to the Vibrio cholerae O-specific antigen. 15. Synthesis of some analogs of the methyl α-glycoside of the presumed antigenic determinant of the O-specific polysaccharide of Vibrio cholerae O:1, serotype Ogawa, the main research direction is deoxyglycero tetronamidomethylmannopyranoside glycoside analog preparation; Vibrio cholerae polysaccharide antigenic determinant.Formula: C4H6O3.

The following analogs of the title determinant, Me 4,6-dideoxy-4-(3-deoxy-L-glycero-tetronamido)-2-O-methyl-α-D-mannopyranoside, have been prepared: Me 3,4,6-trideoxy-4-(3-deoxy-L-glycero-tetronamido)-2-O-methyl-α-D-mannopyranoside, Me 4,6-dideoxy-4-(4-hydroxybutyramido)-2-O-methyl-α-D-mannopyranoside, Me 4,6-dideoxy-4-(3,4-dideoxy-L-glycero-tetronamido)-2-O-methyl-α-D-mannopyranoside, Me 1 4,6-dideoxy-4-(3-deoxy-D-glycero-tetronamido)-2-O-methyl-α-D-mannopyranoside, Me 4,6-dideoxy-4-(2-deoxy-L-glycero-tetronamido)-2-O-methyl-α-D-mannopyranoside, Me 4-acetamido–4,6-dideoxy-2-O-methyl-α-D-mannopyranoside, Me 4,6-dideoxy-4-(3-deoxy-L-glycero-tetronamido)-2-O-ethyl-α-D-mannopyranoside, and Me 4,6-dideoxy-4-(3-deoxy-L-glycero-tetronamido)-2-O-propyl-α-D-mannopyranoside.

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Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 58081-05-3, is researched, SMILESS is O=C1OC[C@H](O)C1, Molecular C4H6O3Conference, Asymmetric Catalysis on Industrial Scale called 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 main research direction is microbial resolution fermentation chiral.Product Details of 58081-05-3.

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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Computed Properties of C4H6O3. 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 Total Synthesis of (+)-Mycotrienol and (+)-Mycotrienin I: Application of Asymmetric Crotylsilane Bond Constructions. Author is Masse, Craig E.; Yang, Michael; Solomon, Jason; Panek, James S..

A highly convergent asym. synthesis of the ansamycin antibiotics (+)-mycotrienin I (I) [R = 2-(S)-cyclohexylcarbonylaminopropionyl] and (+)-mycotrienol I (R = H) has been achieved through the synthesis and coupling of the C9-C16 subunit II and the aromatic subunit III, resp. This article describes the complete details of that work as it illustrates the utility of our developing chiral (E)-crotylsilane bond construction methodol. in total synthesis. All four stereogenic centers were introduced using chiral allylsilane bond construction methodol. In the synthesis of subunit II, the C12 and C13 stereocenters were installed using an asym. crotylsilylation reaction to α-keto dibenzyl acetal MeCOCH(OCH2Ph)2. The C11 stereocenter was subsequently installed via a chelate-controlled addition of allyltrimethylsilane to establish the anti-1,3-diol system. The C14-C15 trisubstituted double bond was then installed via a reductive opening of α,β-unsaturated lactone (IV). Aromatic subunit III was chosen on the basis of its synthon equivalency to the amidobenzoquinone system of I. Subunit III was constructed in a concise six-step sequence which incorporates the C3 stereogenic center of the C1-C5 side chain. The C3 stereogenic center was established using a Weinreb amidation of 2,5-dimethoxy-3-phenylsulfonylmethylaniline with (+)-3R-methoxybutanolide, whose absolute stereochem. was derived using the crotylsilane methodol. The union of subunit II with aromatic subunit III was accomplished using a sulfone-based coupling strategy. Coupling product (V) was transformed through a sequence of steps to triene. Divergence from this advanced intermediate allows access to both natural products. The successful completion of the synthesis included the incorporation of the (E,E,E)-triene unit with simultaneous macrocyclization through a palladium (0)-catalyzed (Stille-type) coupling macrocyclization.

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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.Du, Xiao-Ming; Irino, Nobuto; Furusho, Norihiro; Hayashi, Jun; Shoyama, Yukihiro researched the compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3 ).Name: (R)-4-Hydroxydihydrofuran-2(3H)-one.They published the article 《Pharmacologically active compounds in the Anoectochilus and Goodyera species》 about this compound( cas:58081-05-3 ) in Journal of Natural Medicines. Keywords: Anoectochilus hepatoprotectant lipid lowering Goodyera hepatotoxicity obesity. We’ll tell you more about this compound (cas:58081-05-3).

The extract of Anoectochilus formosanus showed significant activity in decreasing the levels of the cytosolic enzymes LDH, GOT, and GPT, and the result demonstrated that A. formosanus possessed prominent hepatoprotective activity against CCl4-induced hepatotoxicity. Moreover, in the results of the test using aurothioglucose-induced obese mice, the extract showed a significant antihyperliposis effect. A. formosanus grown in the wild and propagated by tissue culture contain ten compounds, including a major known component, (3R)-3-(β-D-glucopyranosyloxy)butanolide (kinsenoside; 1), and two new components, (3R)-3-(β-D-glucopyranosyloxy)-4-hydroxybutanoic acid (2) and 2-[(β-D-glucopyranosyl-oxy)methyl]-5-hydroxymethylfuran (3), along with the known compounds, isopropyl-β-D-glucopyranoside (4), (R)-3,4-dihydroxybutanoic acid γ-lactone (5), 4-(β-D-glucopyranosyloxy) benzyl alc. (6), (6R,9S)-9-(β-D-glucopyranosyloxy)megastigma-4,7-dien-3-one (7), and (3R)-3-(β-D-glucopyranosyloxy)-4-hydroxybutanolide (8). Since a higher concentration of kinsenoside (1) was detected in the crude drugs A. formosanus and A. koshunensis by high-performance liquid chromatog. (HPLC) anal., we proved a simple purification system for kinsenoside (1), giving 180 mg of kinsenoside (1) from 1 g of dried samples for further pharmacol. experiments In an anti-hyperliposis assay using high-fat-diet rats, 1 significantly reduced the weights of the body and the liver, and also decreased the triglyceride level in the liver compared to those of control rats. On the other hand, the epimer of 1, (3S)3-(β-D-glucopyranosyloxy)butanolide, goodyeroside A (9), which was isolated from the Goodyera species, had no effect for anti-hyperliposis. In aurothioglucose-induced obese mice, 1 suppressed the body and liver weight increase, significantly ameliorated the triglyceride level in the liver, and also reduced the deposition of uterine fat pads. The anti-hepatoxic activities of 9 and goodyerosides B (10) were studied on injury induced by CCl4 in primary cultured rat hepatocytes by measuring the levels of LDH, GOT, and GPT. In the CCl4-treated control group, there were marked increases in LDH, GOT, and GPT activities compared with the normal group. In contrast, these levels were suppressed in 9- and 10-treated groups. Goodyerin (11), a new typical flavone glycoside, exhibited a significant and dose-dependent sedative and anticonvulsant effect.

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Pyrroline – Wikipedia,
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HPLC of Formula: 58081-05-3. 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 A Concise Stereoselective Total Synthesis of Methoxyl Citreochlorols and Their Structural Revisions. Author is Sunnapu, Ranganayakulu; Rajendar, Goreti.

A concise, stereoselective and protecting group free approaches for the total synthesis of (-)-(2S,4R)- and (+)-(2R,4S)-3′-methoxyl citreochlorols, e.g., I, and their stereoisomers are demonstrated. All four stereoisomers were synthesized to establish the absolute stereochem. of the reported structures and the structures were revised accordingly. The approach involves chelation controlled regioselective reduction of a diester, silyl iodide promoted ring-opening iodo esterification of lactones, highly chemo- and regioselective ring-opening of an epoxy ester, dichloromethylation of a carboxyl group, and syn- and anti-selective reduction of the resulted β-hydroxy ketone as key steps.

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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.Larcheveque, Marc; Henrot, Serge researched the compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3 ).Name: (R)-4-Hydroxydihydrofuran-2(3H)-one.They published the article 《New chiral synthons. β,γ-Epoxy esters. Application to the synthesis of enantiomerically pure β-hydroxy esters》 about this compound( cas:58081-05-3 ) in Tetrahedron Letters. Keywords: hydroxy ester chiral; epoxy ester chiral synthon. We’ll tell you more about this compound (cas:58081-05-3).

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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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: 58081-05-3, is researched, Molecular C4H6O3, about Practical syntheses of (S)-4-hydroxytetrahydrofuran-2-one, (S)-3-hydroxytetrahydrofuran, and their (R)-enantiomers, the main research direction is hydroxytetrahydrofuranone preparation; hydroxytetrahydrofuran preparation; THF hydroxy preparation; furanol preparation; chlorohydroxybutanoate cyclocondensation kinetics.Application of 58081-05-3.

Optically active 4-hydroxytetrahydrofuran-2-one was synthesized in good yield from ClCH2CHOHCH2CO2Et (I) by refluxing with dilute HCl. In a similar manner, optically active 3-hydroxytetrahydrofuran was prepared from ClCH2CHOH(CH2)2OH, which was derived from I by NaBH4-reduction These cyclizations proceed without racemization.

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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 ).Synthetic Route 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.

(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,
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Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Absolute stereochemistries of the aplysiatoxins and oscillatoxin A.COA of Formula: C4H6O3.

CD and proton NMR spectral studies of the aplysiatoxins and derivatives, degradation products of the toxins, and an X-ray crystallog. anal. of 19,21-dibromoaplysiatoxin show that the absolute configurations of the ten asym. carbons are 3S,4R,7S,9S,10S,11R,12S,15S,29R,30R. The 31-nor compound, oscillatoxin A, has the same absolute stereochem. at C(3), C(4), C(7), C(9), C(10), C(11), C(12), C(15), and C(29).

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