Category: 3976-69-0

On September 27, 2017, Liu, Han; Zhang, Yanfeng; Wei, Ruohan; Andolina, Gloria; Li, Xuechen published an article.Quality Control of (R)-Methyl 3-hydroxybutanoate The title of the article was Total Synthesis of Pseudomonas aeruginosa 1244 Pilin Glycan via de Novo Synthesis of Pseudaminic Acid. And the article contained the following:

Pseudaminic acid (Pse) is a nonulosonic acid unique to bacterial species, found as a component of important cell surface glycans and glycoproteins in various pathogenic species, such as the critical hospital threat Pseudomonas aeruginosa. Herein we present the development of a facile and scalable de novo synthesis of Pse and its functionalized derivatives from easily available Cbz-L-allo-threonine Me ester (16 steps in 11% yield). The key reactions in our de novo synthesis involve the diastereoselective glycine thioester isonitrile-based aldol-type reaction to create the 1,3-anti-diamino skeleton, followed by the Fukuyama reduction and the indium-mediated Barbier-type allylation. Moreover, we have studied the glycosylation of the Pse glycosyl donors and identified the structural determinants for its glycosylation diastereoselectivity, which enabled us to complete the total synthesis of P. aeruginosa 1244 pilin trisaccharide α-5NβOHC47NFmPse-(2â†?)-β-Xyl-(1â†?)-FucNAc. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Quality Control of (R)-Methyl 3-hydroxybutanoate

The Article related to pseudaminic acid diastereoselective preparation glycine thioester isonitrile aldol, trisaccharide pseudomonas aeruginosa preparation glycosylation pseudaminic acid donor, Carbohydrates: Acids and other aspects.Quality Control of (R)-Methyl 3-hydroxybutanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On June 30, 2017, Pan, Tingting; Xia, Chunguang; Jiang, Huijuan; Zhang, Zhongtang; Zhu, Xueyan; Yang, Yulei published an article.Category: esters-buliding-blocks The title of the article was Chemical synthesis of the ODM-201’s diastereomers through an efficient intramolecular 1,3-dipolar cycloaddition. And the article contained the following:

An efficient synthesis of ODM-201’s diastereomers has been developed from (R)-Me 3-hydroxybutanoate or (S)-Me 3-hydroxybutanoate, resp., with high overall yield and excellent diastereomeric purity. The key step in this synthesis is the preparation of the key intermediate (R)-5-(1-((tert-butyldimethylsilyl)oxy)ethyl)-1H-pyrazole-3-carboxylic acid or (S)-5-(1-((tert-butyldimethylsilyl)oxy)ethyl)-1H-pyrazole-3-carboxylic acid through intramol. 1,3-dipolar cycloaddition of the vinyl diazo carbonyl compounds The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Category: esters-buliding-blocks

The Article related to odm201 diastereomer chem synthesis intramol dipolar cycloaddition, odm-201, diastereomer, intramolecular 1,3-dipolar cycloaddition, synthesis, Pharmaceuticals: General and other aspects.Category: esters-buliding-blocks

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Husain, S. Shaukat; Pejo, Ervin; Ge, Rile; Raines, Douglas E. published an article in 2012, the title of the article was Modifying Methoxycarbonyl Etomidate Inter-Ester Spacer Optimizes In Vitro Metabolic Stability and In Vivo Hypnotic Potency and Duration of Action.Safety of (R)-Methyl 3-hydroxybutanoate And the article contains the following content:

Background: Methoxycarbonyl etomidate is the prototypical very rapidly metabolized etomidate analog. Initial studies suggest that it may be too short acting for many clin. uses. We hypothesized that its duration of action could be lengthened and clin. utility broadened by incorporating specific aliphatic groups into the mol. to sterically protect its ester moiety from esterase-catalyzed hydrolysis. To test this hypothesis, we developed a series of methoxycarbonyl etomidate analogs (spacer-linked etomidate esters) containing various aliphatic-protecting groups and spacer lengths. Methods: Spacer-linked etomidate esters were synthesized and their hypnotic potencies and durations of action following bolus administration were measured in rats using a loss-of-righting reflexes assay. Octanol:water partition coefficients and metabolic half-lives in pooled rat blood were determined chromatog. Results: All spacer-linked etomidate esters produced hypnosis rapidly and in a dose-dependent manner. ED50s for loss of righting reflexes ranged from 0.69 ± 0.04 mg/kg for cyclopropyl-methoxycarbonyl metomidate to 11.1 ± 0.8 mg/kg for methoxycarbonyl metomidate. The slope of a plot of the duration of loss of righting reflexes vs. the logarithm of the dose ranged 12-fold among spacer-linked etomidate esters, implying widely varying brain clearance rates. The in vitro metabolic half-lives of these compounds in rat blood varied by more than two orders of magnitude and were diastereometrically selective. Conclusions: We created 13 new analogs of methoxycarbonyl etomidate and identified two that have significantly higher potency and potentially address the too-brief duration of action for methoxycarbonyl etomidate. This work may provide a blueprint for optimizing the pharmacol. properties of other soft drugs. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Safety of (R)-Methyl 3-hydroxybutanoate

The Article related to methoxy carbonyl etomidate analog hypnotic metabolism pharmacodynamic pharmacokinetic msbar, Pharmacology: Structure-Activity and other aspects.Safety of (R)-Methyl 3-hydroxybutanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On June 21, 2017, Lytra, Georgia; Franc, Celine; Cameleyre, Margaux; Barbe, Jean-Christophe published an article.Category: esters-buliding-blocks The title of the article was Study of Substituted Ester Formation in Red Wine by the Development of a New Method for Quantitative Determination and Enantiomeric Separation of Their Corresponding Acids. And the article contained the following:

A new method was developed for quantifying substituted acids including, where applicable, their various unexplored enantiomeric forms. A new step was added to acids’ usual quantification methods, consisting of extraction, derivatization to Me esters, and gas chromatog. anal.: preliminary extraction was performed at basic pH to eliminate Et esters, thus avoiding their transesterification during derivatization. Quantitation and enantiomeric distribution of some substituted esters and their corresponding acids were established in 31 com. Bordeaux red wines from 0 to 20 years old. A strong pos. correlation was observed between the age of wine and levels of Et 2-methylpropanoate, Et 3-methylbutanoate, Et 2-methylbutanoate, Et (3R)-3-hydroxybutanoate, both enantiomeric forms of Et 2-hydroxy-3-methylbutanoate, and Et (2S)-2-hydroxy-4-methylpentanoate, but not Et (3S)-3-hydroxybutanoate. However, the standard deviations of average concentrations for the corresponding substituted acids were so large that only few correlations between concentrations and age were observed Concentrations of (2S)-2-hydroxy-3-methylbutanoic acid and (2S)-2-hydroxy-4-methylpentanoic acid increased slightly over time, while (2R)-2-hydroxy-4-methylpentanoic acid levels decreased slightly with the age. Variations in the ratio of substituted Et esters to their corresponding acids over time detected thanks to these anal. advances suggested that, in general, acids were continuously esterified during aging. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Category: esters-buliding-blocks

The Article related to alkyl acid ester enantiomer red wine extraction gc, chiral substituted acids, chiral substituted esters, enantiomeric distribution, Food and Feed Chemistry: Analysis and other aspects.Category: esters-buliding-blocks

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On February 12, 2020, Zhao, Huimin; Yang, Aiping; Zhang, Nan; Li, Shiyang; Yuan, Tianjie; Ding, Ning; Zhang, Siwang; Bao, Sheng; Wang, Chang; Zhang, Yinan; Wang, Xiachang; Hu, Lihong published an article.Formula: C5H10O3 The title of the article was Insecticidal Endostemonines A-J Produced by Endophytic Streptomyces from Stemona sessilifolia. And the article contained the following:

The discovery of new, safe, and effective pesticides is one of the main means for modern crop protection and parasitic disease control. During the search for new insecticidal secondary metabolites from endophytes in Stemona sessilifolia (a traditional Chinese medicine with a long history as an insecticide), 10 new insecticidal endostemonines A-J (1-10) were identified from an endophytic Streptomyces sp. BS-1. Their structures were determined by comprehensive spectroscopic anal. Endostemonines A-J represent the first reported naturally occurring pyrrole-2-carboxylic ester derivatives, which consisted of different fatty acid chains at the C-2 of pyrrole ring were produced by traditional Chinese medicine endophytic microbes. All new tested compounds exhibited strong lethal activity against Aphis gossypii (LC50 value range of 3.55-32.00 mg/L after 72 h). This research highlighted the discovery of pesticide natural products from insecticidal medicinal plant endophytes for the first time, paving a new pathway for the development of pest control. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Formula: C5H10O3

The Article related to endostemonine streptomyces endophyte stemona insecticide natural product, stemona sessilifolia, endophyte, endostemonine, insecticidal activity, secondary metabolite, Agrochemical Bioregulators: Microbial and other aspects.Formula: C5H10O3

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Yue, Qiming; Zhao, Yi; Sun, Baohou; Hai, Li; Guo, Li; Wu, Yong published an article in 2015, the title of the article was First Synthesis and Characterization of Stereoisomers of Choleretic Drug Dihydroxydibutylether.HPLC of Formula: 3976-69-0 And the article contains the following content:

The synthesis of the four stereoisomers (R)-3-((R)-3-hydroxylbutoxy)-1-butanol, (R)-3-((S)-3-hydroxylbutoxy)-1-butanol, (S)-3-((R)-3-hydroxylbutoxy)-1-butanol and (S)-3-((S)-3-hydroxylbutoxy)-1-butanol from readily available starting materials, methyl(R/S)-3-hydroxybutanoate, in 9 steps with overall yields of 13%’-‘17% was reported. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).HPLC of Formula: 3976-69-0

The Article related to hydroxylbutoxy butanol diastereoselctive preparation, Aliphatic Compounds: Ethers and Sulfides and other aspects.HPLC of Formula: 3976-69-0

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On January 4, 2017, Bohman, Bjorn; Flematti, Gavin R.; Unelius, C. Rikard published an article.SDS of cas: 3976-69-0 The title of the article was Practical one-pot stereospecific preparation of vicinal and 1,3-diols. And the article contained the following:

A facile one-pot synthesis providing vicinal diols and 1,3-diols in >95% stereoisomeric purity from com. available enantiopure hydroxy esters has been developed. The esters were reduced with DIBALH and alkylated in situ with 4-pentenylmagnesium bromide, which after workup generated the title diols as diastereomeric pairs. These pairs were easily separated by preparative chromatog., affording products with retained stereoisomeric purity from the starting materials. This method represents an expedient preparation of many common natural products, such as cerambycid beetle pheromones and intermediates towards bicyclic acetal bark beetle pheromones. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).SDS of cas: 3976-69-0

The Article related to diol stereoselective preparation, hydroxy ester reduction, Aliphatic Compounds: Alcohols and Thiols and other aspects.SDS of cas: 3976-69-0

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On November 15, 2019, Shenouda, Hannah; Alexanian, Erik J. published an article.Name: (R)-Methyl 3-hydroxybutanoate The title of the article was Manganese-Catalyzed Stereospecific Hydroxymethylation of Alkyl Tosylates. And the article contained the following:

The development of a stereospecific hydroxymethylation of alkyl tosylates using an inexpensive, first-row catalyst is described. The transformation proceeds under mild conditions with low pressure to deliver homologated alcs. as products. Chiral, nonracemic β-branched primary alcs. are obtained with high enantiospecificity from easily accessed secondary alkyl substrates. Simple modification of the reaction system also permits access to α-d2 alcs. These studies use anionic metal carbonyl catalysis to access a synthetic equivalent of the challenging hydroxymethyl anion from carbon monoxide. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Name: (R)-Methyl 3-hydroxybutanoate

The Article related to primary alc preparation enantioselective, alkyl tosylate hydroxymethylation manganese catalyst, Aliphatic Compounds: Alcohols and Thiols and other aspects.Name: (R)-Methyl 3-hydroxybutanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On August 7, 2018, Xie, Sheng-Ming; Fu, Nan; Li, Li; Yuan, Bao-Yan; Zhang, Jun-Hui; Li, Yan-Xia; Yuan, Li-Ming published an article.Quality Control of (R)-Methyl 3-hydroxybutanoate The title of the article was Homochiral Metal-Organic Cage for Gas Chromatographic Separations. And the article contained the following:

Metal-organic cages (MOCs) as a new type of porous material with well-defined cavities were extensively pursued because of their relative ease of synthesis and their potential applications in host-guest chem., mol. recognition, separation, catalysis, gas storage, and drug delivery. Here, the authors 1st reported that a homochiral MOC [Zn3L2] is explored to fabricate [Zn3L2] coated capillary column for high-resolution gas chromatog. separation of a wide range of analytes, including n-alkanes, polycyclic aromatic hydrocarbons, and positional isomers, especially for racemates. Various kinds of racemates such as alcs., diols, epoxides, ethers, halohydrocarbons, and esters were separated with good enantioselectivity and reproducibility on the [Zn3L2] coated capillary column. The fabricated [Zn3L2] coated capillary column exhibited significant chiral recognition complementary to that of a com. β-DEX 120 column and the authors’ recently reported homochiral porous organic cage CC3-R coated column. The homochiral MOCs will be very attractive as a new type of chiral selector in separation science. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Quality Control of (R)-Methyl 3-hydroxybutanoate

The Article related to homochiral metal organic cage gc stationary phase chiral recognition, Organic Analytical Chemistry: Separations and other aspects.Quality Control of (R)-Methyl 3-hydroxybutanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On December 24, 2015, Zhang, Jun-Hui; Xie, Sheng-Ming; Wang, Bang-Jin; He, Pin-Gang; Yuan, Li-Ming published an article.Quality Control of (R)-Methyl 3-hydroxybutanoate The title of the article was Highly selective separation of enantiomers using a chiral porous organic cage. And the article contained the following:

Porous solids composed of shape-persistent organic cage mols. have attracted considerable attention due to their important applications such as mol. separation, heterogeneous catalysis, and gas storage. An imine-linked porous organic cage (POC) CC10 ((4E,6R,7R,8E,15E,17R,18R,19E,26E,28R,29R,30E,37E,39R,40R,41E,45E,47R,48R,49E,53E,55R,56R,57E)-6,7,17,18,28,29,39,40,47,48,55,56-dodecakis(4-fluorophenyl)-5,8,16,19,27,30,38,41,46,49,54,57-Dodecaazaheptacyclo[21.21.6.612,34.13,43.110,14.121,25.132,36]hexaconta-1,3(51),4,8,10,12,14(60),15,19,21,23 ,25(59),26,30,32,34,36(52),37,41,43,45,49,53,57-tetracosaene) diluted with a polysiloxane OV-1701 was explored as a novel stationary phase for high-resolution gas chromatog. (GC). A wide variety of enantiomers belonging to different classes of organic compounds were resolved on the coated capillary column, including chiral alcs., esters, ketones, ethers, halohydrocarbons, epoxides, and organic acids. The fabricated column complements to com. β-DEX 120 column and the authors’ recently reported CC3-R column for separating enantiomers, which indicates that the excellent chiral recognition ability of CC10 is not only interesting academically, but also has potential for practical application. CC10 also exhibits good selectivity for the separation of n-alkanes, n-alcs., Grob mixture, and positional isomers. Also this type of chiral POCs will become a new class of chiral selector in the near future. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Quality Control of (R)-Methyl 3-hydroxybutanoate

The Article related to gas chromatog porous organic cage chiral stationary phase, capillary columns, chiral separation, gas chromatography, porous molecular materials, porous organic cage, Organic Analytical Chemistry: Separations and other aspects.Quality Control of (R)-Methyl 3-hydroxybutanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics