Tag: 100-200

Hexafluoroisopropanol: A powerful solvent for the hydrogenation of functionalized aromatic compounds was written by Fache, Fabienne;Piva, Olivier. And the article was included in Synlett in 2004.SDS of cas: 94022-96-5 This article mentions the following:

Various substituted aromatic compounds have been reduced under H₂ using RuCl₃. The fluorous solvent hexafluoroisopropanol turned out to be particularly efficient in the case of compounds difficult to reduce in organic solvents. In the experiment, the researchers used many compounds, for example, 2-(Trifluoromethyl)phenethyl alcohol (cas: 94022-96-5SDS of cas: 94022-96-5).

2-(Trifluoromethyl)phenethyl alcohol (cas: 94022-96-5) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Converting an alcohol to an alkene requires removal of the hydroxyl group and a hydrogen atom on the neighbouring carbon atom. Dehydrations are most commonly carried out by warming the alcohol in the presence of a strong dehydrating acid, such as concentrated sulfuric acid.SDS of cas: 94022-96-5

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Exploiting self-assembly for ligand-scaffold optimization: substrate-tailored ligands for efficient catalytic asymmetric hydroboration was written by Moteki, Shin A.;Takacs, James M.. And the article was included in Angewandte Chemie, International Edition in 2008.Formula: C8H9FO This article mentions the following:

A self-assembled ligand library (SAL XY) affords a wide range of R/S ratios in Rh-catalyzed asym. hydroboration. Ligand-scaffold optimization reveals substrate-tailored ligands that afford high regio- and enantioselectivity for a variety of ortho-substituted styrene derivatives In the experiment, the researchers used many compounds, for example, (S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4Formula: C8H9FO).

(S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.Formula: C8H9FO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Direct Conversion of Primary Alcohols to 1,2-Amino Alcohols: Enantioselective Iridium-Catalyzed Carbonyl Reductive Coupling of Phthalimido-Allene via Hydrogen Auto-Transfer was written by Spielmann, Kim;Xiang, Ming;Schwartz, Leyah A.;Krische, Michael J.. And the article was included in Journal of the American Chemical Society in 2019.HPLC of Formula: 142253-56-3 This article mentions the following:

The first catalytic enantioselective carbonyl (α-amino)allylations are described. Phthalimido-allene and primary alcs. engage in hydrogen auto-transfer-mediated carbonyl reductive coupling by way of (α-amino)allyliridium-aldehyde pairs to form vicinal amino alcs. with high levels of regio-, anti-diastereo-, and enantioselectivity. Reaction progress kinetic anal. and isotopic labeling studies corroborate a catalytic cycle involving turnover-limiting alc. dehydrogenation followed by rapid allene hydrometalation. In the experiment, the researchers used many compounds, for example, 1-Boc-Azetidine-3-yl-methanol (cas: 142253-56-3HPLC of Formula: 142253-56-3).

1-Boc-Azetidine-3-yl-methanol (cas: 142253-56-3) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.HPLC of Formula: 142253-56-3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Tf₂O- and Cu(OTf)₂-Assisted Acylamination Reaction of Unactivated Alcohols with Nitriles: A One-Pot P(IV) Activation, Stereoretention in Cycloalkanols and Deprotection Approach was written by Bhat, Mohammad Yaqoob;Ahmed, Sajjad;Ahmed, Qazi Naveed. And the article was included in Journal of Organic Chemistry in 2022.SDS of cas: 2216-51-5 This article mentions the following:

Described herein is a simple, novel, one-pot acylamination reaction of unactivated alcs. This reaction employs the combination of PCl₃ and triflic anhydride (Tf₂O) or copper triflate Cu(OTf)₂, which serves as a source of P(IV)-activated complex for nitriles to react under the Ritter-type mechanism. The synthetic utility of Tf₂O-promoted reactions was demonstrated by its effectiveness to generate different acylaminated products. By employing Cu(OTf)₂, this method represented a rare example of α-selective acylamination reaction. With chiral cycloalkanols, using the Cu(OTf)₂-promoted procedure, acylaminated products were formed with complete retention of configuration. The synthetic utility of the copper-assisted reaction in acetonitrile was readily demonstrated as a mild deprotection strategy. In the experiment, the researchers used many compounds, for example, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5SDS of cas: 2216-51-5).

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5) belongs to alcohols. Alcohols are among the most common organic compounds. They are used as sweeteners and in making perfumes, are valuable intermediates in the synthesis of other compounds, and are among the most abundantly produced organic chemicals in industry. Alcohols may be oxidized to give ketones, aldehydes, and carboxylic acids. These functional groups are useful for further reactions. Oxidation of organic compounds generally increases the number of bonds from carbon to oxygen (or another electronegative element, such as a halogen), and it may decrease the number of bonds to hydrogen.SDS of cas: 2216-51-5

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Erythritol confined in multiwalled carbon nanotubes reinforced silica aerogel as novel form-stable phase change materials was written by Li, Qi;Feng, Yang;Li, Yi-Ting;Ning, Yu-Hao;Hu, Ping;Lin, Chuan-Huang;Zhang, Yi-Hong;Zhou, Mei;Yu, Lin-Ping;Li, Chuan-Chang;Cao, Zhong;Zeng, Ju-Lan. And the article was included in Journal of Molecular Liquids in 2022.SDS of cas: 149-32-6 This article mentions the following:

In this work, pristine multiwalled carbon nanotubes (MCNTs) and mixed acids treated MCNTs (ACNTs) were applied as reinforcement fillers to prepare silica aerogels via ambient pressure drying followed by lyophilization. The prepared aerogels were then used as supporting materials to adsorb meso-erythritol (ME) to obtain novel form-stable PCMs by vacuum infiltration. Investigation of the prepared form-stable PCMs revealed that the ACNT/SiO₂ aerogels possessed higher porosity than MCNT/SiO₂ aerogels due to that the ACNTs exhibited stronger interactions with silica than the MCNTs, and could more effectively prevent the prepared ACNT/SiO₂ aerogels from collapsing and shrinking during drying. Consequently, the loading of ME in the form-stable PCMs supported by ACNT/SiO₂ aerogels (AFPCMs) was greatly higher than that in the form-stable PCMs supported by MCNT/SiO₂ aerogels (MFPCMs). When ACNT/SiO₂-6 aerogel, in which 60 mg ACNTs were used as reinforcement filler, was applied as supporting material, the obtained form-stable PCM (AFPCM-6) exhibited a very high melting latent heat of 297.3 J/g, an elevated crystallizing temperature of 56°C and an improved crystallizing latent heat of 231 J/g. Besides, the latent heat storage/release properties of AFPCM-6 maintained stable enough over 50 melting/crystallizing cycles. Meanwhile, the thermal conductivity of AFPCM-6 was 37.5% higher than that of pure ME. Hence, AFPCM-6 could be an excellent form-stable PCM and could find its applications in related fields. In the experiment, the researchers used many compounds, for example, (2R,3S)-rel-Butane-1,2,3,4-tetraol (cas: 149-32-6SDS of cas: 149-32-6).

(2R,3S)-rel-Butane-1,2,3,4-tetraol (cas: 149-32-6) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Alcohols may be oxidized to give ketones, aldehydes, and carboxylic acids. These functional groups are useful for further reactions. Oxidation of organic compounds generally increases the number of bonds from carbon to oxygen (or another electronegative element, such as a halogen), and it may decrease the number of bonds to hydrogen.SDS of cas: 149-32-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Discovery of 1-{4-[3-Fluoro-4-((3S,6R)-3-methyl-1,1-dioxo-6-phenyl-[1,2]thiazinan-2-ylmethyl)-phenyl]-piperazin-1-yl}-ethanone (GNE-3500): a Potent, Selective, and Orally Bioavailable Retinoic Acid Receptor-Related Orphan Receptor C (RORc or RORγ) Inverse Agonist was written by Fauber, Benjamin P.;Rene, Olivier;Deng, Yuzhong;DeVoss, Jason;Eidenschenk, Celine;Everett, Christine;Ganguli, Arunima;Gobbi, Alberto;Hawkins, Julie;Johnson, Adam R.;La, Hank;Lesch, Justin;Lockey, Peter;Norman, Maxine;Ouyang, Wenjun;Summerhill, Susan;Wong, Harvey. And the article was included in Journal of Medicinal Chemistry in 2015.Category: alcohols-buliding-blocks This article mentions the following:

Retinoic acid receptor-related orphan receptor C (RORc, RORγ, or NR1F3) is a nuclear receptor that plays a major role in the production of interleukin (IL)-17. Considerable efforts have been directed toward the discovery of selective RORc inverse agonists as potential treatments of inflammatory diseases such as psoriasis and rheumatoid arthritis. Using the previously reported tertiary sulfonamide as a starting point, the authors engineered structural modifications that significantly improved human and rat metabolic stabilities while maintaining a potent and highly selective RORc inverse agonist profile. The most advanced δ-sultam compound I possessed favorable RORc cellular potency with 75-fold selectivity for RORc over other ROR family members and >200-fold selectivity over 25 addnl. nuclear receptors in a cell assay panel. The favorable potency, selectivity, in vitro ADME properties, in vivo PK, and dose-dependent inhibition of IL-17 in a PK/PD model support the evaluation of I in preclin. studies. In the experiment, the researchers used many compounds, for example, 3-Amino-3-methylbutan-1-ol (cas: 42514-50-1Category: alcohols-buliding-blocks).

3-Amino-3-methylbutan-1-ol (cas: 42514-50-1) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Discovery and SAR Studies of Orally Active Somatostatin Receptor Subtype-2 (SSTR2) Agonists for the Treatment of Acromegaly was written by Ishida, Akiharu;Tajima, Yohei;Okabe, Yasuyuki;Matsushita, Takeshi;Sekiguchi, Tetsuya;Imaide, Satomi;Nomura, Yoshinori;Tanaka, Motoyuki;Nojima, Shoji;Yoshida, Atsushi;Iyoda, Yoko;Aoki, Shohei;Nishio, Takuya;Komagata, Tatsuya;Iwaki, Masanori;Shono, Tomoyuki;Naganawa, Atsushi;Imagawa, Akira. And the article was included in ACS Chemical Neuroscience in 2020.Recommanded Product: 142253-56-3 This article mentions the following:

Acromegaly is a disease caused by the oversecretion of growth hormone. It is currently treated by i.v. injection with cyclic peptide drugs that activate somatostatin receptor subtype 2 (SSTR2). Here, novel nonpeptidic, small-mol., and orally active SSTR2 agonists were identified from a hit compound (13). Pharmacophore studies enabled scaffold hopping to obtain a unique 3,4,5-trisubstituted pyridine motif. Further optimization conferred potent SSTR2 agonistic activity and metabolic stability. Several compounds were evaluated and these showed good oral pharmacokinetic profiles in rats, and one representative compound (25)(I) showed highly potent inhibition of growth hormone secretion induced by growth hormone-releasing hormone in rats. Based on these results, 25 was identified as a promising lead for further optimization. A structure-activity relationship (SAR) study and the metabolic stability data for this compound are also described. In the experiment, the researchers used many compounds, for example, 1-Boc-Azetidine-3-yl-methanol (cas: 142253-56-3Recommanded Product: 142253-56-3).

1-Boc-Azetidine-3-yl-methanol (cas: 142253-56-3) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Recommanded Product: 142253-56-3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Photocontrolled cationic degenerate chain transfer polymerizations via thioacetal initiators was written by Sifri, Renee J.;Kennedy, Audrey J.;Fors, Brett P.. And the article was included in Polymer Chemistry in 2020.Computed Properties of C4H9NaS This article mentions the following:

Recent developments in photocontrolled polymerizations have facilitated the development of previously inaccessible materials. While photocontrolled radical polymerizations have been extensively studied, related processes involving cationic polymerizations are underexplored and limited to RAFT processes. In this study, we disclose a visible light, temporally controlled cationic polymerization of vinyl ethers utilizing thioacetals and a photoredox catalyst. We demonstrate a broad scope of thioacetal initiators that achieve a well-controlled polymerization by recapping propagating chains via photocatalyst turnover in combination with a degenerate chain transfer process through sulfonium intermediates. Furthermore, we show that a photocatalyst with a more reducing ground state reduction potential allows for enhanced control and excellent temporal regulation of polymerization In the experiment, the researchers used many compounds, for example, Sodium 2-methyl-2-propanethiolate (cas: 29364-29-2Computed Properties of C4H9NaS).

Sodium 2-methyl-2-propanethiolate (cas: 29364-29-2) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Alcohols may be oxidized to give ketones, aldehydes, and carboxylic acids. These functional groups are useful for further reactions. Oxidation of organic compounds generally increases the number of bonds from carbon to oxygen (or another electronegative element, such as a halogen), and it may decrease the number of bonds to hydrogen.Computed Properties of C4H9NaS

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Highly efficient asymmetric hydrogenation of alkyl aryl ketones catalyzed by iridium complexes with chiral planar ferrocenyl phosphino-thioether ligands was written by Le Roux, Erwan;Malacea, Raluca;Manoury, Eric;Poli, Rinaldo;Gonsalvi, Luca;Peruzzini, Maurizio. And the article was included in Advanced Synthesis & Catalysis in 2007.Application In Synthesis of (S)-1-(2-Fluorophenyl)ethanol This article mentions the following:

Ir complexes of planar-chiral ferrocenyl phosphine-thioether ligands were tested in the hydrogenation of simple ketones. Optimization of the conditions led to a highly active catalytic system with turnover numbers up to 915 and turnover frequencies up to ∼250 h^-1. Also, very high enantioselectivities (up to > 99%) together with complete conversions were obtained for the asym. hydrogenation of various acetophenones at 10°. In the experiment, the researchers used many compounds, for example, (S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4Application In Synthesis of (S)-1-(2-Fluorophenyl)ethanol).

(S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Converting an alcohol to an alkene requires removal of the hydroxyl group and a hydrogen atom on the neighbouring carbon atom. Dehydrations are most commonly carried out by warming the alcohol in the presence of a strong dehydrating acid, such as concentrated sulfuric acid.Application In Synthesis of (S)-1-(2-Fluorophenyl)ethanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Asymmetric hydrogenation of aromatic ketones catalyzed by achiral monophosphine TPPTS-stabilized Ru in ionic liquids was written by Wang, Jinbo;Feng, Jian;Qin, Ruixiang;Fu, Haiyan;Yuan, Maolin;Chen, Hua;Li, Xianjun. And the article was included in Tetrahedron: Asymmetry in 2007.Recommanded Product: 171032-87-4 This article mentions the following:

Ruthenium nanoparticles generated from ruthenium trichloride and TPPTS [3-(NaSO₃)C₆H₄]₃P and the nonracemic ligand I together act as a catalyst for the enantioselective hydrogenation of aralkyl ketones RCOR¹ (R = Ph, 2-BrC₆H₄, 2-ClC₆H₄, 2-FC₆H₄, 2-MeOC₆H₄, 4-F₃CC₆H₄, 4-MeOC₆H₄; R¹ = Me, Et) in mixtures of imidazolium ionic liquids and water to give nonracemic aralkyl alcs. RCH(OH)R¹ in 48-100% conversions and in 45-85% ee. The effect of temperature, of potassium hydroxide and water concentrations, and of ionic liquid on enantioselectivity and conversion are determined The aralkyl alcs. are easily separated from the catalyst by simple extraction with n-hexane. The catalyst solution in the ionic liquid can be reused six times with some loss in conversion but little loss in enantioselectivity. In the experiment, the researchers used many compounds, for example, (S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4Recommanded Product: 171032-87-4).

(S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Recommanded Product: 171032-87-4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts