Category: 60827-45-4

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 Nitrite-mediated synthesis of chiral epichlorohydrin using halohydrin dehalogenase from Agrobacterium radiobacter AD1, published in 2012-06-30, which mentions a compound: 60827-45-4, mainly applied to halohydrin dehalogenase chiral epichlorohydrin synthesis nitrite mediated, Reference of (2S)-(+)-3-Chloropropane-1,2-diol.

In the current study, the haloalc. dehalogenase HheC gene from Agrobacterium radiobacter AD1 was synthesized and expressed in Escherichia coli. After purification using Ni-nitrilotriacetic acid affinity chromatog., HheC was used in the synthesis of chiral epichlorohydrin in the presence of NO2-. The optimal pH, temperature, and NO2- concentration for enantioselectivity are 5.0, 37°C, and 60 mM, resp. The maximum velocity and Michaelis constant values for (S)-epichlorohydrin are 714.3 μmol min-1 mg-1 and 17.2 mM, resp., whereas those for (R)-epichlorohydrin are 166.8 μmol min-1 mg-1 and 29.0 mM, resp. Under optimal conditions, (R)-epichlorohydrin with 99% enantiomeric excess was obtained after an 18 Min reaction; the yield reached 41%, which is the highest amount obtained for chiral epichlorohydrin synthesis using haloalc. dehalogenase. In addition, (R)-epichlorohydrin with 99% enantiomeric excess was successfully obtained from 1,3-dichloro-2-propanol by the ring opening of racemic epichlorohydrin in the presence of NO2- after the ring closure of 1,3-dichloro-2-propanol with HheC. To the best of our knowledge, the current study is the first report on the kinetic resolution of epichlorohydrin with NO2- and synthesis of chiral epichlorohydrin with 99% enantiomeric excess from 1,3-dichloro-2-propanol by combining ring closure of 1,3-dichloro-2-propanol and ring opening of racemic epichlorohydrin.

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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, Cuihua Xuebao called Reaction kinetics of hydrolytic resolution of epichlorohydrin catalyzed by chiral salen metal complex, Author is Liu, Tao; Ruan, Wenjuan; Zhang, Yuling; Zhu, Zhi’ang; Chen, Rongti, which mentions a compound: 60827-45-4, SMILESS is OC[C@H](O)CCl, Molecular C3H7ClO2, SDS of cas: 60827-45-4.

The reaction kinetics of hydrolytic resolution of racemic epichlorohydrin to chiral 3-chloro-1,2-propanediol and optically active epichlorohydrin, catalyzed by chiral salen metal complexes, was studied by using gas chromatog. The effects of temperature, catalyst type and catalyst concentration on the reaction rate were explored.

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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: 60827-45-4, is researched, Molecular C3H7ClO2, about A novel method for the generation of (R)- and (S)-3-chloro-1,2-propanediol by stereospecific dehalogenating bacteria and their use in the preparation of (R)- and (S)-glycidol, the main research direction is resolution chloropropandiol stereospecific dehalogenating bacteria; glycidol.Related Products of 60827-45-4.

A novel and effective method for the preparation of highly pure optically active (R)- and (S)-3-chloro-1,2-propanediol (99.5% ee and 99.4% ee, resp.) was established based on stereospecific dehalogenation and assimilation with bacteria. From these intermediates highly pure optically active (R)- and (S)-glycidol (99.3% ee and 99.4% ee, resp.) were prepared

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Lok, C. M.; Ward, J. P.; Van Dorp, D. A. published the article 《The synthesis of chiral glycerides starting from D- and L-serine》. Keywords: glyceride chiral synthesis serine.They researched the compound: (2S)-(+)-3-Chloropropane-1,2-diol( cas:60827-45-4 ).HPLC of Formula: 60827-45-4. 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:60827-45-4) here.

Chiral glycerides were prepared starting from D- and L-serine by a multistep stereospecific sequence. E.g., L-serine was converted by diazotization and esterification into Me L-glycerate, this by acetalization and reduction to 2,3-O-isopropylidene-sn-glycerol, which was converted by sequential chlorination, hydrolysis, and cyclocondensation to D-glycidol (I). I could be acylated, then esterified with a fatty acid to give a diglyceride mixture, which could be isomerized by heating to 100% 1,3-diglycerides, or its hydroxyl group could be protected by a trityl group and it could be converted into a 1,2-diglyceride. Both types of diglycerides could be converted conventionally into sn-triglycerides.

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Iodide – Wikipedia,
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Electric Literature of C3H7ClO2. 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: (2S)-(+)-3-Chloropropane-1,2-diol, is researched, Molecular C3H7ClO2, CAS is 60827-45-4, about Biosynthesis of (R)-epichlorohydrin at high substrate concentration by kinetic resolution of racemic epichlorohydrin with a recombinant epoxide hydrolase. Author is Jin, Huo-Xi; Liu, Zhi-Qiang; Hu, Zhong-Ce; Zheng, Yu-Guo.

The substrate concentration and yield were shown to be very low in the production of (R)-epichlorohydrin by hydrolysis of racemic epichlorohydrin using epoxide hydrolases in previous studies. In this work, we synthesized an epoxide hydrolase gene from Agrobacterium radiobacter and expressed it in Escherichia coli by the PCR assembly method. The recombinant A. radiobacter epoxide hydrolase (ArEH) was applied in the preparation of (R)-epichlorohydrin and, a yield of 42.7% with ≥99% enantiomeric excess (ee) from 25.6 mM racemic epichlorohydrin was obtained. However, the ee of (R)-epichlorohydrin was not able to reach 99% due to substrate and product inhibition when the substrate concentration was over 320 mM. Inhibition studies revealed that (S)-3-chloro-1,2-propanediol displayed non-competitive inhibition in the conversion of (S)-epichlorohydrin but non-significant inhibition for (R)-epichlorohydrin. Moreover, ArEH was successfully applied in the preparation of (R)-epichlorohydrin at high substrate concentration by eliminating the substrate inhibition. The substrate concentration increased to 448 mM by intermittent feeding of the substrate and to 512 mM by using a two-phase reaction system, with a high yield (>27%) and ee (>98%) of (R)-epichlorohydrin. This is the first report of high-yield production of (R)-epichlorohydrin at high substrate concentration, laying the foundations for its application on the industrial scale.

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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: (2S)-(+)-3-Chloropropane-1,2-diol( cas:60827-45-4 ) is researched.HPLC of Formula: 60827-45-4.Lee, Yae Won; Yang, Hee Chun; Kim, Geon-Joong published the article 《Synthesis of highly enantiomerically enriched arenesulfonic acid 2-hydroxy esters via kinetic resolution of terminal epoxides》 about this compound( cas:60827-45-4 ) in Kongop Hwahak. Keywords: arenesulfonic acid hydroxy ester synthesis highly enantiomerically kinetic resolution. Let’s learn more about this compound (cas:60827-45-4).

This paper describes the very efficient and highly enantioselective ring opening of terminal epoxides with alkyl and arene sulfonic acid. The dinuclear chiral (salen) Co complexes bearing Lewis acids of Al, Ga and In catalyze the reaction enantioselectively in the presence of tetrabutylammonium chloride using tert-Bu Me ether as a solvent. The variation of the anion of the tetra Bu ammonium salt has significant impact on the reactivity and selectivity of the asym. ring opening of Ph glycidyl ether with p-toluenesulfonic acid. The order of reactivity and selectivity was found to be Cl- > l- > Br- > OH-. Strong synergistic effects of the different Lewis acid centers of Co-Al, Co-Ga and Co-In complexes were observed in the catalytic process. The dinuclear chiral salen catalyst containing AlCl3 was found to be most active and highly enantioselective (91% ee).

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

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 Spontaneous Resolution of Chiral 3-(2,3-Dimethylphenoxy)propane-1,2-diol under the Circumstances of an Unusual Diversity of Racemic Crystalline Modifications, published in 2017-08-02, which mentions a compound: 60827-45-4, Name is (2S)-(+)-3-Chloropropane-1,2-diol, Molecular C3H7ClO2, Name: (2S)-(+)-3-Chloropropane-1,2-diol.

Depending on the conditions of crystallization from solutions, racemic 3-(2,3-dimethylphenoxy)propane-1,2-diol 1 forms 3 relatively stable crystalline modifications. Each of the crystalline forms, namely, 2 polymorphic racemic compounds and a racemic conglomerate, was characterized by single-crystal x-ray diffraction. Two more metastable racemic compounds crystallized from the racemic melt were found by DSC method. Addnl. thermochem. studies allowed to plot the dependence of the free Gibbs energy on temperature for all the phases found. With the help of slurrying experiments, the nature of the transitions between solid phases was specified. Even a slight predominance of 1 of the enantiomers in almost racemic 1 samples ensures the crystallization of the conglomerate. The revealed features of rac-1 crystallization were taken into account during the realization of its resolution into individual enantiomers by the entrainment procedure.

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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, Tetrahedron: Asymmetry called Solid state properties and effective resolution procedure for guaifenesin, 3-(2-methoxyphenoxy)-1,2-propanediol, Author is Bredikhina, Zemfira A.; Novikova, Victorina G.; Zakharychev, Dmitry V.; Bredikhin, Alexander A., the main research direction is guaifenesin enantiomer resolution.Application In Synthesis of (2S)-(+)-3-Chloropropane-1,2-diol.

Racemic expectorant guaifenesin, 3-(2-methoxyphenoxy)-1,2-propanediol (2) undergoes spontaneous resolution upon crystallization This fact is confirmed by thermal anal. (single eutectic V-shape binary melting phase diagram, adequate entropy and free energy characteristics). Racemic 2 could be effectively resolved into (S)- and (R)-2 by a preferential crystallization procedure. Single enantiomer drugs levomoprolol and levotensin were obtained by starting from enantiomeric 2 through the sulfite route.

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

Hu, Ji; Malic, Nino; Scott, Janet L.; Strauss, Christopher R. published an article about the compound: (2S)-(+)-3-Chloropropane-1,2-diol( cas:60827-45-4,SMILESS:OC[C@H](O)CCl ).Recommanded Product: 60827-45-4. 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:60827-45-4) through the article.

The extent of reaction of epoxides in salt water changed markedly following introduction of gaseous or liquid CO2. Higher concentrations of β-chlorohydrins in carbonated salt water vs. concentrations in salt water alone were attributed to greater acidity of the aqueous phase. This suggested regimes for sequestering CO2 by deep sea injection should account for potential effects on marine organic chem. No evidence was obtained for enhanced nucleophilicity of Cl- through potential desolvation at the CO2-water interface.

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

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 Spontaneous Resolution of Chiral 3-(2,3-Dimethylphenoxy)propane-1,2-diol under the Circumstances of an Unusual Diversity of Racemic Crystalline Modifications, published in 2017-08-02, which mentions a compound: 60827-45-4, Name is (2S)-(+)-3-Chloropropane-1,2-diol, Molecular C3H7ClO2, Name: (2S)-(+)-3-Chloropropane-1,2-diol.

Depending on the conditions of crystallization from solutions, racemic 3-(2,3-dimethylphenoxy)propane-1,2-diol 1 forms 3 relatively stable crystalline modifications. Each of the crystalline forms, namely, 2 polymorphic racemic compounds and a racemic conglomerate, was characterized by single-crystal x-ray diffraction. Two more metastable racemic compounds crystallized from the racemic melt were found by DSC method. Addnl. thermochem. studies allowed to plot the dependence of the free Gibbs energy on temperature for all the phases found. With the help of slurrying experiments, the nature of the transitions between solid phases was specified. Even a slight predominance of 1 of the enantiomers in almost racemic 1 samples ensures the crystallization of the conglomerate. The revealed features of rac-1 crystallization were taken into account during the realization of its resolution into individual enantiomers by the entrainment procedure.

Although many compounds look similar to this compound(60827-45-4)Name: (2S)-(+)-3-Chloropropane-1,2-diol, numerous studies have shown that this compound(SMILES:OC[C@H](O)CCl), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

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