Month: April 2022

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3 ) is researched.Application In Synthesis of (R)-4-Hydroxydihydrofuran-2(3H)-one.Tanaka, Akira; Yamashita, Kyohei published the article 《A novel synthesis of (R)- and (S)-4-hydroxytetrahydrofuran-2-ones》 about this compound( cas:58081-05-3 ) in Synthesis. Keywords: furanone hydro hydroxy chiral; hydroxy lactone chiral; butanolide hydroxy chiral; dioxolaneacetate methyl; dioxaspirodecaneacetate chiral; spirodioxadecaneacetate chiral. Let’s learn more about this compound (cas:58081-05-3).

The hydroxy ester I (R = H, R1 = OH), prepared from L-ascorbic acid by sequential treatment with acetone and AcCl, 30% H2O2 and CaCO3, and Me2SO4, was treated with MeSO2Cl and pyridine in CH2Cl2 to give 90% I (R = H, R1 = MeSO3), which, when heated at 85° with LiCl in DMF furnished a mixture of the erythro and threo chloro esters I (R = Cl, R1 = H; R = H, R1 = Cl) (II). Upon hydrogenolysis with 10% Pd/C in the presence of Et3N, II yielded the ester I (R = R1 = H), which was treated with dilute HCl giving a nearly quant. yield of hydroxylactone III. The (S)-enantiomer was analogously prepd from D-isoascorbic acid.

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

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: 4-Methoxypiperidine, is researched, Molecular C6H13NO, CAS is 4045-24-3, about Nonbisphosphonate inhibitors of Plasmodium falciparum FPPS/GGPPS.Synthetic Route of C6H13NO.

A series of novel thiazole-containing amides such as I.TFA were synthesized as inhibitors of Plasmodium falciparum farnesyldiphosphate synthase (PfFPPS) and geranylgeranyldiphosphate synthase (PfGGPPS). A structure-activity relationship study of these compounds led to the identification of potent and selective PfFPPS/GGPPS inhibitors with good in vitro ADME profiles. The most promising candidate mols. were progressed to mouse in vivo PK studies and demonstrated adequate free drug exposure to warrant further investigation.

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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 Glycosidic constituents from in vitro Anoectochilus formosanus. Author is Du, Xiao-Ming; Sun, Ning-Yi; Irino, Nobuto; Shoyama, Yukihiro.

The glycosidic constituents of whole plants of Anoectochilus formosanus propagated by tissue culture were investigated. A new compound, 2-(β-D-glucopyranosyloxymethyl)-5-hydroxymethylfuran, along with the known compounds, 3-(R)-3-β-D-glucopyranosyloxybutanolide (kinsenoside), 3-(R)-3-β-D-glucopyranosyloxy-4-hydroxybutanoic acid, 1-O-isopropyl-β-D-glucopyranoside, (R)-(+)-3,4-dihydroxybutanoic acid γ-lactone, 4-(β-D-glucopyranosyloxy)benzyl alc., (6R,9S)-9-hydroxy-megastigma-4,7-dien-3-one-9-O-β-D-glucopyranoside, and corchoionoside C were isolated.

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

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one(SMILESS: O=C1OC[C@H](O)C1,cas:58081-05-3) is researched.HPLC of Formula: 58081-05-3. The article 《Chiroptical properties of lactones. II. Electronic rotatory strengths of the n .far. π* transition in saturated γ- and δ-lactones》 in relation to this compound, is published in Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999). Let’s take a look at the latest research on this compound (cas:58081-05-3).

The chiroptical properties associated with the n→π* transition of dissymmetric saturated γ- and δ-lactones were calculated and relations between the chiroptical observables and the stereochem. and electronic structural features were examined The calculations were based on the INDO MO method for the electronic structure of the mol. systems and excited states were constructed in the virtual orbital-CI approximation The highest and second highest occupied orbitals calculated for each of the 17 structures studied are, resp., the inplane n and the out-of-plane π° nonbonding orbitals localized on the O:CO group. The lowest lying singlet state is nπ* and the calculated transition wavelengths for transitions in this state are 197-230 nm. The calculated n→π* rotatory strengths and dissymmetry factors agree with experiment

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

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 Absolute stereochemistries of the aplysiatoxins and oscillatoxin A, published in 1984-06-29, which mentions a compound: 58081-05-3, mainly applied to absolute configuration aplysiatoxin oscillatoxin; NMR proton aplysiatoxin oscillatoxin; CD aplysiatoxin oscillatoxin; crystal structure aplysiatoxin, HPLC of Formula: 58081-05-3.

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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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3 ) is researched.SDS of cas: 58081-05-3.Luk, Kin Chun; Wei, Chung Chen published the article 《Preparation of derivatives of (R)-1,2,4-butanetriol from L-ascorbic acid》 about this compound( cas:58081-05-3 ) in Synthesis. Keywords: butanetriol derivative; ascorbic acid conversion butanetriol derivative. Let’s learn more about this compound (cas:58081-05-3).

L-Threonate (I; R = H), obtained from L-ascorbic acid, was converted to thiocarbonate [I; R = PhOC(S)], which on deoxygenation with Bu3SnH/AIBN gave dihydroxybutanoate II. Treatment of II with aqueous H2SO4 in THF gave lactone III, while reduction of II with LiAlH4 gave butanetriol IV.

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Reference:
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, Article, Organic Letters called Copper-Catalyzed Aminoarylation of Alkenes via Aminyl Radical Addition and Aryl Migration, Author is Wang, Jin-Lin; Liu, Mei-Ling; Zou, Jian-Yu; Sun, Wen-Hui; Liu, Xue-Yuan, which mentions a compound: 4045-24-3, SMILESS is COC1CCNCC1, Molecular C6H13NO, HPLC of Formula: 4045-24-3.

A new strategy for aminoarylation of alkenes by copper-catalyzed SMILESs rearrangement using O-benzoylhydroxylamines as the amine reagent was described.. This method affords various β-amino amide derivatives possessing a quaternary carbon center with wide functional group tolerance and high regioselectivity. The mechanistic studies indicate that the transformation can involve aminyl radical intermediates under acid-free condition.

Compounds in my other articles are similar to this one(4-Methoxypiperidine)HPLC of Formula: 4045-24-3, you can compare them to see their pros and cons in some ways,such as convenient, effective and so on.

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

HPLC of Formula: 58081-05-3. 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 Production of (S)-4-chloro-3-hydroxybutyrate by microbial resolution using hydrolase from Rhizobium sp. DS-S-51. Author is Nakagawa, Atsushi; Suzuki, Takahiro; Kato, Ko; Shinmyo, Atsuhiko; Suzuki, Toshio.

(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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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: 4045-24-3, is researched, Molecular C6H13NO, about Sustainable Route Toward N-Boc Amines: AuCl3/CuI-Catalyzed N-tert-butyloxycarbonylation of Amines at Room Temperature, the main research direction is tertiary butoxycarbonyl amine preparation green chem; amine alc carbon monoxide tertiary butyloxycarbonylation gold copper catalyst; N-tert-butyloxycarbonylation; amines; gold catalysis; homogeneous catalysis; synergistic effect.Synthetic Route of C6H13NO.

Herein, a step- and atom-economic synthesis of N-Boc amines RC(O)OC(CH3)3 (R = diethylaminyl, piperidin-1-yl, 4-methylpiperazin-1-yl, 1,4-dioxa-8-azaspiro[4.5]decan-8-yl, etc.) from amines RH, t-butanol, and CO was reported at room temperature Notably, this N-tert-butyloxycarbonylation procedure utilized ready-made substrates, com. available AuCl3/CuI as catalysts, and O2 from air as the sole oxidant. This catalytic system provided unique selectivity for N-Boc amines in good yields. More significantly, gram-scale preparation of medicinally important N-Boc amine intermediates was successfully implemented and, which demonstrated a potential application prospect in industrial syntheses. Furthermore, this approach also showed good compatibility with tertiary and other useful alcs. R1OH (R1 = t-Bu, 2-methylbutan-2-yl, Bn, etc.). Investigations of the mechanisms revealed that gold catalyzed the reaction and copper acted as electron transfer mediator in the catalytic cycle.

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

Electric Literature of C4H6O3. 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 A novel total synthesis of kinsenoside and goodyeroside A relying on the efficient reaction of the chiral 2(5H)-furanones. Author is Zhang, Xiang; Huang, Hai-hong; Chen, Qing-hun.

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