Category: 58081-05-3

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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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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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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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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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 Intensified crystallization in complex media: Heuristics for crystallization of platform chemicals, the main research direction is crystallization heuristic complex media platform chem.Product Details of 58081-05-3.

This paper presents heuristics for the integration of fermentation with the appropriate crystallization based in-situ product recovery (ISPR) technique. Here techniques, such as co-crystallization (CC), evaporative crystallization (EC), template induced crystallization (TIC), cooling crystallization (ClC) and electrochem. induced crystallization (EIC), that were recently developed or applied to fermentations were evaluated. For this purpose, the operating windows of fermentation and crystallization of the top-twelve platform chems. as identified by the US Department of Energy were extracted from literature and processed. The results show that in principle all mols. can be crystallized and confirm that different classes of platform chems. require different crystallization techniques. Finally, the results show that intensified crystallization, by means of utilizing external fields (EIC) or tunable solid state properties (CC), seems to be a very feasible ISPR technique.

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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 C4H6O3Journal, Heterocycles called Synthesis of (S)-N-(benzyloxy)-4-(acetoxymethyl)-2-azetidinone, a potential intermediate for carbapenem antibiotics, by a chemomicrobiological approach, Author is Yamada, Haruo; Sugiyama, Hajime; Kajiwara, Masahiro, the main research direction is benzyloxyazetidinone acetoxymethyl; azetidinone acetoxymethylbenzyloxy; malic acid synthon beta lactam.Formula: C4H6O3.

(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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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Shieh, Hong Ming; Prestwich, Glenn D. published an article about the compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3,SMILESS:O=C1OC[C@H](O)C1 ).Category: pyrrolines. 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 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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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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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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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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