Month: April 2022

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: 60827-45-4, is researched, Molecular C3H7ClO2, about Novel S1P1 Receptor Agonists – Part 2: From Bicyclo[3.1.0]hexane-Fused Thiophenes to Isobutyl Substituted Thiophenes, the main research direction is isobutyl substituted thiophene derivative preparation S1P receptor agonist.Application of 60827-45-4.

Previously, we reported on the discovery of a novel series of bicyclo[3.1.0]hexane fused thiophene derivatives that serve as potent and selective S1P1 receptor agonists. Here, we discuss our efforts to simplify the bicyclohexane fused thiophene head. In a first step the bicyclohexane moiety could be replaced by a simpler, less rigid cyclohexane ring without compromising the S1P receptor affinity profile of these novel compounds In a second step, the thiophene head was simplified even further by replacing the cyclohexane ring with an iso-Bu group attached either to position 4 or position 5 of the thiophene. These structurally much simpler headgroups again furnished potent and selective S1P1 agonists (e.g., 87), which efficiently and dose dependently reduced the number of circulating lymphocytes upon oral administration to male Wistar rats. For several compounds discussed in this report lymphatic transport is an important route of absorption that may offer opportunities for a tissue targeted approach with minimal plasma exposure.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: (2S)-(+)-3-Chloropropane-1,2-diol(SMILESS: OC[C@H](O)CCl,cas:60827-45-4) is researched.Reference of 5,5′-Dimethyl-2,2′-bipyridine. The article 《The effect of the isomers of α-chlorohydrin and racemic β-chlorolactate on the rat kidney》 in relation to this compound, is published in Chemico-Biological Interactions. Let’s take a look at the latest research on this compound (cas:60827-45-4).

The (R)- [57090-45-6] and (S)-isomers [60827-45-4] of the male antifertility agent α-chlorohydrin have been synthesized. When administered to rats, the (R)-isomer induced a period of diuresis and glucosuria, whereas the (S)-isomer, which possesses the antifertility activity, had no detrimental action on the kidney. Neither of the isomers of α-chlorohydrin nor those of an active analog, 3-amino-1-chloropropan-2-ol, had any inhibitory activity on the oxidative metabolism of glucose  [50-99-7] or lactate  [50-21-5] in isolated kidney tubules. However, (RS)-β-chlorolactate  [1713-85-5], a metabolite common to both compounds, inhibited the oxidation of glucose, lactate, pyruvate  [127-17-3], and glutamate  [56-86-0] to CO2. It is proposed that the antifertility action of the (S)-isomers of α-chlorohydrin and 3-amino-1-chloropropan-2-ol is unrelated to the renal toxicity of the (R)-isomers, a toxic action involving the inhibition of oxidative metabolism by (S)-β-chlorolactate or a further product of this metabolite.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of C3H7ClO2. 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: (2S)-(+)-3-Chloropropane-1,2-diol, is researched, Molecular C3H7ClO2, CAS is 60827-45-4, about Spontaneous resolution amongst chiral ortho-cyanophenyl glycerol derivatives: an effective preferential crystallization approach to a single enantiomer of the β-adrenoblocker bunitrolol. Author is Bredikhina, Zemfira A.; Akhatova, Flyura S.; Zakharychev, Dmitry V.; Bredikhin, Alexander A..

The β-adrenoblocker bunitrolol I as well as intermediate cyclic sulfate II and glycidyl ether III have been prepared in enantiopure form by starting from enantiopure o-cyanophenyl glycerol ether IV by an entrainment resolution procedure. Thermal investigations reveal that the hydrochloride salt of I forms a moderately stable racemic compound, whereas IV, II and III are conglomerate forming substances potentially capable of entrainment resolution Some chem. and chiroptical characteristics for bunitrolol and possible intermediates in its synthesis were corrected, and configurations were verified with the configuration of hydrochloride salt of I.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 Deactivation during the hydrogenation of 2-methylglutaronitrile to β-picoline, published in 1994, which mentions a compound: 4553-62-2, mainly applied to hydrogenation methylglutaronitrile; glutaronitrile methyl hydrogenation; picoline preparation, Application In Synthesis of 2-Methylglutaronitrile.

A strong correlation between conversion and product selectivity was found for the production of β-picoline from 2-methylglutaronitrile in a single-stage process. The conversion had to be maintained at a very high level in order to keep the intermediates concentration low, thus preventing the formation of coke precursors by condensation reactions. The intermediates concentration on the metal surface was strongly influenced by the reaction temperature and the partial pressures. Above 598 K, the selectivity for condensation products decreased sharply, but also the overall conversion decreased. This neg. effect could be compensated by an increased hydrogen partial pressure.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Mesitylcopper(I)( cas:75732-01-3 ) is researched.Product Details of 75732-01-3.Arquilliere, P.; Haumesser, P. H.; Santini, C. C. published the article 《Copper nanoparticles generated in situ in imidazolium based ionic liquids》 about this compound( cas:75732-01-3 ) in Microelectronic Engineering. Keywords: copper nanoparticle imidazolium ionic liquid. Let’s learn more about this compound (cas:75732-01-3).

Copper nanoparticles (CuNPs) have been successfully synthesized in imidazolium based ionic liquid (IL) under mild conditions. In this self-ordered medium, particles with narrow size distribution can be formed. No ligand is required to stabilize the suspension, which can be directly used to coat technol. substrates. Several parameters are examined: the nature of IL, stirring, dihydrogen pressure and temperature Under optimal conditions, well dispersed, zero-valent CuNPs of 4.5 nm with narrow size distribution are obtained. These stable suspension of Cu(0)NPs is a promising starting material to form conformal copper seed layers in high aspect ratio interconnect structures.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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: 60827-45-4, is researched, SMILESS is OC[C@H](O)CCl, Molecular C3H7ClO2Journal, ACS Symposium Series called New cations for ionic liquids, including chiral adjuncts with phosphate and sulfonylimide anions, Author is Engel, Robert; Lall-Ramnarine, Sharon; Coleman, Delroy; Thomas, Marie, the main research direction is chiral ionic liquid phosphate sulfonylimide anion symposium.Related Products of 60827-45-4.

Symposium proceedings. A series of new ionic liquids has been prepared and investigated incorporating a variety of ammonium and polyammonium cationic components. These include several topogs., including linear arrays (strings) with stereogenic sites along the array, and both pyrrolidinium and pyridinium species bearing ether and chiral adjuncts. The associated anions for these systems include the (environmentally friendlier) phosphate and bis(trifluoromethyl)sulfonylimide species. Phys. and chem. characteristics of the anhydrous ionic liquids have been investigated.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of Mesitylcopper(I). The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Mesitylcopper(I), is researched, Molecular C9H11Cu, CAS is 75732-01-3, about Copper(I) arenethiolates with intramolecular coordination and the formation of mixed organo(arenethiolato)copper(I) aggregates. X-ray structures of trimeric [Cu(SC6H4NMe2-2)]3, nonameric [Cu(S-1-C10H6NMe2-8)]9, and hexanuclear [Cu3(S-1-C10H6NMe2-8)2(CCtBu)]2. Author is Janssen, Maurits D.; Donkervoort, Johannes G.; van Berlekom, Sofia B.; Spek, Anthony L.; Grove, David M.; van Koten, Gerard.

Two new Cu(I) arenethiolates with ortho chelating N donor atoms [Cu(SC6H4NMe2-2)]3 (5) and [Cu(S-1-C10H6NMe2-8)]9 (6) were synthesized by reacting Me3SiSAr (Ar = C6H4NMe2-2 or 1-C10H6NMe2-8) with Cu(I) chloride in a 1:1 molar ratio. Cu(I) arenethiolate 5 is a white to pale yellow solid and is trimeric in the solid state as well as in solution Crystals of [Cu(SC6H4NMe2-2)]3 (5), C24H30Cu3N3S3, are trigonal, space group R3, with a = b 18.2325(7), c 6.8410(4) Å, Z = 3, and final R = 0.028 for 1010 reflections with I ≥ 2.5σ(I) and 107 variables. Cu(I) arenethiolate 6 forms dark red crystals and is nonameric in the solid state as well as in solution Crystals of {[Cu(S-1-C10H6NMe2-8)]9}2{C6H6}10.5 (6), C279H279Cu18N18S18, are triclinic, space group P1̅, with a 16.081(2), b 26.650(4), c 32.747(6) Å, α 67.320(13), β 76.180(12), γ 81.226(12)°, Z = 2, and final R = 0.118 for 28749 reflections and 1501 variables. Reaction of nonameric 6 with (3,3-dimethylbutynyl)copper gave the 2:1 mixed dimeric hexanuclear organo(arenethiolato)copper aggregate [Cu3(S-1-C10H6NMe2-8)2(CCtBu)]2 (9), C60H66Cu6N4S4, which was isolated as an air-stable orange solid which is insoluble in most common organic solvents. Crystals of 9 are monoclinic, space group P21/c, with a 11.9839(5), b 12.9391(8), c 18.9482(7) Å, β 108.326(3)°, Z = 2, and final R = 0.0314 for 5110 reflections with I ≥ 2.5σ(I) and 358 variables. Reaction of 6 with mesitylcopper, [Cu5(C6H2Me3-2,4,6)5], gave the 1:1 mixed organo(arenethiolato)copper aggregate [Cu2(S-1-C10H6NMe2-8)(C6H2Me3-2,4,6)]n (10), which is a yellowish-brown, slightly air-sensitive solid that is soluble in polar and aromatic hydrocarbons. The new mixed aggregates 9 and 10 are thermodynamically and kinetically very stable, and the overall structure of mixed organo(arenethiolato)copper aggregates such as 9 is insensitive to structural changes in the arenethiolate ligand.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Keller, Christopher L.; Dalessandro, James D.; Hotz, Richard P.; Pinhas, Allan R. published the article 《Reactions in Water: Alkyl Nitrile Coupling Reactions Using Fenton’s Reagent》. Keywords: alkyl nitrile Fenton reagent water coupling; dinitrile preparation green chem.They researched the compound: 2-Methylglutaronitrile( cas:4553-62-2 ).Electric Literature of C6H8N2. 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:4553-62-2) here.

The coupling reaction of water-soluble alkyl nitriles using Fenton’s reagent (Fe(II) and H2O2) is described. The best metal for the reaction is iron(II); and the greatest yields are obtained when the concentration of the metal is kept low. Hydrogen-atom abstraction is selective, preferentially producing the radical α to the nitrile. In order to increase the production of dinitrile, in situ reduction of iron(III) to iron(II), using a variety of reducing agents, was investigated.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Computed Properties of C9H11Cu. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Mesitylcopper(I), is researched, Molecular C9H11Cu, CAS is 75732-01-3, about Direct Catalytic Asymmetric Aldol Reaction of an α-Azido Amide. Author is Weidner, Karin; Sun, Zhongdong; Kumagai, Naoya; Shibasaki, Masakatsu.

α-Azido 7-azaindolinylamide I underwent diastereoselective and enantioselective aldol additions to ortho-substituted aryl aldehydes 2-RC6H4CHO (R = F3C, Br, I, O2N, PhCC, F) in the presence of mesitylcopper and either a nonracemic bis(diphenylphospholanyl)ethane or a nonracemic bis(diarylphosphino)binaphthalene ligand to yield either nonracemic syn- or anti-α-azido-β-hydroxy acyl 7-azaindolinylamides such as II (R = F3C, Br, I, O2N, PhCC, F; R1 = N3, H; R2 = H, N3) in 74-98% yields, 53:47->98:2 dr, and 89-99% ee. Aromatic aldehydes lacking ortho substituents underwent diastereoselective and enantioselective aldol addition reactions with I to yield syn-α-azido-β-hydroxy amides only. Alkynals underwent diastereoselective and enantioselective aldol addition reactions with I to yield anti-α-azido-β-hydroxy amides; aldol addition of I to hydrocinnamaldehyde gave product with no diastereo- or enantioselectivity. II (R = F3C; R1 = N3; R2 = H) was converted to the corresponding nonracemic α-azido-β-hydroxy carboxylic acid and Me carboxylate and to a nonracemic 3-aryl-2-aziridinecarboxylic acid; the 7-azaindoline byproduct could be recovered. The structures of II (R = F3C, PhCC; R1 = N3; R2 = H), an aziridine derived from II (R = F3C; R1 = N3; R2 = H), and the tert-Bu carbonate ester of a racemic anti-α-azido-β-hydroxy 7-azaindolinylamide derived from 3-(4-fluorophenyl)-2-propynal were determined by X-ray crystallog.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Quality Control of (2S)-(+)-3-Chloropropane-1,2-diol. 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. Compound: (2S)-(+)-3-Chloropropane-1,2-diol, is researched, Molecular C3H7ClO2, CAS is 60827-45-4, about A novel method for synthesis of L- and D-glycerol acetonide.

A novel efficient method for preparation. L- and D-glycerol acetonide is described. Highly enantioenriched (S)-epichlorohydrin and (R)-3-chloro-1,2-propanediol were simultaneously prepared by hydrolysis and resolution of racemic epichlorohydrin in presence of a chiral (R,R)-Salen-CoIII complex. (S)-epichlorohydrin was then used to afford L-glycerol acetonide in overall yield of 59.4 % by hydrolysis, condensation with acetone, substitution (acetylation), and alcoholysis. D-glycerol acetonide was prepared from (R)-3-chloro-1,2-propanediol in overall yield of 62.5 %. The chem. structures of the target compounds were confirmed by IR, 1H NMR and MS.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com