Category: 60656-87-3

Quality Control of 2-(Benzyloxy)acetaldehydeIn 2020 ,《Ruthenium-Catalyzed Intermolecular Coupling of Vinylic 1,2-Bisboronates with Alkynes: Stereoselective Access to Boryl-Substituted Homoallylic Alcohols》 was published in Journal of the American Chemical Society. The article was written by Trost, Barry M.; Zhang, Guoting. The article contains the following contents:

The ruthenium catalytic addition of alkenes to alkynes has been demonstrated as a powerful synthetic tool to form diene motifs and widely applied in the synthesis of complex mols. However, except for the intramol. coupling, trisubstituted alkenes are unsatisfactory coupling partners with alkynes, presumably due to the increased steric hindrance. Herein, it is discovered that substituted vinyl 1,2-bisboronate derivatives can serve as the trisubstituted alkene equivalent to couple with alkynes, generating various boryl-substituted homoallylic alc. motifs with good stereoselectivity through the sequential allylboration with aldehydes. In contrast to carbon substituents on the double bond, boron substituents accelerate the alkyne coupling. In the part of experimental materials, we found many familiar compounds, such as 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Quality Control of 2-(Benzyloxy)acetaldehyde)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).Quality Control of 2-(Benzyloxy)acetaldehyde

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2019,Angewandte Chemie, International Edition included an article by Brito, Gilmar A.; Jung, Woo-Ok; Yoo, Minjin; Krische, Michael J.. Computed Properties of C9H10O2. The article was titled 《Enantioselective Iridium-Catalyzed Allylation of Acetylenic Ketones via 2-Propanol-Mediated Reductive Coupling of Allyl Acetate: C14-C23 of Pladienolide D》. The information in the text is summarized as follows:

Highly enantioselective catalytic reductive coupling of allyl acetate with acetylenic ketones occurs in a chemoselective manner in the presence of aliphatic or aromatic ketones. This method was used to construct C14-C23 fragment (I) of pladienolide D in half the steps previously required. In the experiment, the researchers used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Computed Properties of C9H10O2)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) may be used in the following syntheses: (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate ,(S)-5-benzyloxy-4-hydroxypentan-2-one, myxothiazols.Computed Properties of C9H10O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Roscales, Silvia; Csaky, Aurelio G. published an article in 2021. The article was titled 《Synthesis of Ketones by C-H Functionalization of Aldehydes with Boronic Acids under Transition-Metal-Free Conditions》, and you may find the article in Angewandte Chemie, International Edition.COA of Formula: C9H10O2 The information in the text is summarized as follows:

A method for the synthesis of ketones from aldehydes and boronic acids via a transition-metal-free C-H functionalization reaction is reported. The method employs nitrosobenzene as a reagent to drive the simultaneous activation of the boronic acid as a boronate and the activation of the C-H bond of the aldehyde as an iminium species that triggers the key C-C bond-forming step via an intramol. migration from boron to carbon. These findings constitute a practical, scalable, and operationally straightforward method for the synthesis of ketones.2-(Benzyloxy)acetaldehyde(cas: 60656-87-3COA of Formula: C9H10O2) was used in this study.

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).COA of Formula: C9H10O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2022,Zhao, Yanliang; Wang, Honglei; Wu, Naiwei; Yang, Junxia; Sun, Jikai; Zhai, Dong; Deng, Weiqiao published an article in International Journal of Quantum Chemistry. The title of the article was 《The mechanism of sugar produced from simple glycolaldehyde derivative at ambient conditions》.Recommanded Product: 2-(Benzyloxy)acetaldehyde The author mentioned the following in the article:

A benchmark of sugar produced from simple glycolaldehyde derivative has been achieved at ambient conditions (Science, 2004, 305, 1752), which is the most important step to produce life in nature. However, the mechanism has never been clearly understood. Here, we report a reaction mechanism which includes a two-step synthesis of sugars by selective aldol reactions based on the d. functional theory (DFT) calculations Results show that the prochirality of attacking orientation of the enamine intermediate and steric effect in proton transfer is the main cause for stereochem. preference. This work provides the theor. insight of sugar produced in glycolaldehyde procedure and may assist the improvement of catalyst design for this procedure. After reading the article, we found that the author used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Recommanded Product: 2-(Benzyloxy)acetaldehyde)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).Recommanded Product: 2-(Benzyloxy)acetaldehyde

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2019,Angewandte Chemie, International Edition included an article by Todorovic, Mihajlo; Schwab, Katerina D.; Zeisler, Jutta; Zhang, Chengcheng; Benard, Francois; Perrin, David M.. Reference of 2-(Benzyloxy)acetaldehyde. The article was titled 《Fluorescent isoindole crosslink (FlICk) chemistry: A rapid, user-friendly stapling reaction》. The information in the text is summarized as follows:

The stabilization of peptide secondary structure via stapling is a ubiquitous goal for creating new probes, imaging agents, and drugs. Inspired by indole-derived crosslinks found in natural peptide toxins, we employed ortho-phthalaldehydes to create isoindole staples, thus transforming inactive linear and monocyclic precursors into bioactive monocyclic and bicyclic products. Mild, metal-free conditions give an array of macrocyclic α-MSH (α-MSH) derivatives, of which several isoindole-stapled α-MSH analogs (Ki ≈ 1 nM) are found to be as potent as α-MSH. Analogously, late-stage intra-annular isoindole stapling furnished a bicyclic peptide mimic of α-amanitin that is cytotoxic to CHO cells (IC50=70 μM). Given its user-friendliness, we have termed this approach FlICk (fluorescent isoindole crosslink) chem. In the experimental materials used by the author, we found 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Reference of 2-(Benzyloxy)acetaldehyde)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) may be used in the following syntheses: (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate ,(S)-5-benzyloxy-4-hydroxypentan-2-one, myxothiazols.Reference of 2-(Benzyloxy)acetaldehyde

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The author of 《A Redox Active Nickel Complex that Acts as an Electron Mediator in Photochemical Giese Reactions》 were van Leeuwen, Thomas; Buzzetti, Luca; Perego, Luca Alessandro; Melchiorre, Paolo. And the article was published in Angewandte Chemie, International Edition in 2019. COA of Formula: C9H10O2 The author mentioned the following in the article:

A simple protocol for the photochem. Giese addition of C(sp3)-centered radicals to a variety of electron-poor olefins was reported. The chem. does not require external photoredox catalysts. Instead, it harnesses the excited-state reactivity of 4-alkyl-1,4-dihydropyridines (4-alkyl-DHPs) to generate alkyl radicals. Crucial for reactivity was the use of a catalytic amount of Ni(bpy)32+ (bpy=2,2′-bipyridyl), which acts as an electron mediator to facilitate the redox processed involving fleeting and highly reactive intermediates. In the experimental materials used by the author, we found 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3COA of Formula: C9H10O2)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).COA of Formula: C9H10O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The author of 《Efficient Strategy for the Synthesis and Modification of 2-Hydroxyethylluciferin for Highly Sensitive Bioluminescence Imaging of Endogenous Hydrogen Sulfide in Cancer Cells and Nude Mice》 were Li, Xuewei; Wang, Anni; Wang, Jinyi; Lu, Jianzhong. And the article was published in Analytical Chemistry (Washington, DC, United States) in 2019. Quality Control of 2-(Benzyloxy)acetaldehyde The author mentioned the following in the article:

Bioluminescence (BL) imaging is among the most popular methods for visualizing biol. processes in vitro, in live cells, and even in the whole organism. The alkylation of aminoluciferin at the 6′-amino site (2-hydroxyethyl luciferin, HE-AL) can emit more enhanced and sustained BL signals than D-luciferin and aminoluciferin, which is suitable for approaches that require long integration time such as three-dimensional animal BL imaging. Nevertheless, the drawback of HE-AL is that the synthesis procedure is complex, which leads to few BL probes based on HE-AL. In this Article, an efficient and facile approach to synthesize HE-AL was first established with an appreciate yield of 64% as compared with 15% previously reported. Then, designing HE-AL as a small mol. probe (R)-2-(6-((2-((2-((2,4-dinitrophenyl)thio)benzoyl)oxy)ethyl)amino)benzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid (DNPT-HS) was designed to detect endogenous hydrogen sulfide (H2S) in cancer cells and nude mice for further exploration of the biol. roles of H2S in physiol. and pathol. processes. It was observed that DNPT-HS had excellent sensitivity in the luciferase-transfected cancer cells and nude mice, and the signal-to-noise ratios of DNPT-HS in cells and nude mice were 26 (Huh7 cells), 21 (MDA-MB-231 cells), and 7 (mice), which was the most efficient probe for imaging endogenous H2S. Overall, the excellent imaging properties of DNPT-HS for endogenous H2S make it a potentially powerful tool for further elucidating H2S biol. functions. In the experiment, the researchers used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Quality Control of 2-(Benzyloxy)acetaldehyde)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).Quality Control of 2-(Benzyloxy)acetaldehyde

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Kundu, Samrat; Banerjee, Ankush; Pal, Shyam Chand; Ghosh, Meghna; Maji, Modhu Sudan published their research in Chemical Communications (Cambridge, United Kingdom) in 2021. The article was titled 《Cascade annulative π-extension for the rapid construction of carbazole based polyaromatic hydrocarbons》.Recommanded Product: 2-(Benzyloxy)acetaldehyde The article contains the following contents:

A Bronsted acid catalyzed cascade benzannulation strategy for the one-pot synthesis of densely populated poly-aryl benzo[a]carbazole architectures is disclosed from easily affordable fundamental commodities. The efficacy of this technique was further validated via the concise synthesis of structurally unique carbazole based poly-aromatic hydrocarbons. Furthermore, the photo-phys. properties of the synthesized compounds are thoroughly investigated. The experimental part of the paper was very detailed, including the reaction process of 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Recommanded Product: 2-(Benzyloxy)acetaldehyde)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) may be used in the following syntheses: (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate ,(S)-5-benzyloxy-4-hydroxypentan-2-one, myxothiazols.Recommanded Product: 2-(Benzyloxy)acetaldehyde

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Recommanded Product: 2-(Benzyloxy)acetaldehydeIn 2022 ,《Cp*Rh(III)/boron hybrid catalysis for directed C-H addition to β-substituted α,β-unsaturated carboxylic acids》 appeared in Chemical Communications (Cambridge, United Kingdom). The author of the article were Tanaka, Ryo; Hirata, Yuki; Kojima, Masahiro; Yoshino, Tatsuhiko; Matsunaga, Shigeki. The article conveys some information:

The C-H bond addition reaction of 2-phenylpyridine derivatives with α,β-unsaturated carboxylic acids catalyzed by Cp*Rh(III)/BH3·SMe2 is reported. Activation of C-H bonds with the rhodium catalyst and activation of α,β-unsaturated carboxylic acids with the boron catalyst cooperatively work, and a BINOL-urea hybrid ligand significantly improved the reactivity. With the optimized hybrid catalytic system, various β-disubstituted carboxylic acids were obtained under mild reaction conditions. In addition to this study using 2-(Benzyloxy)acetaldehyde, there are many other studies that have used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Recommanded Product: 2-(Benzyloxy)acetaldehyde) was used in this study.

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).Recommanded Product: 2-(Benzyloxy)acetaldehyde

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Nakamura, Kento; Kondo, Masaru; Krishnan, Chandu G.; Takizawa, Shinobu; Sasai, Hiroaki published their research in Chemical Communications (Cambridge, United Kingdom) in 2021. The article was titled 《Azopyridine-based chiral oxazolines with rare-earth metals for photoswitchable catalysis》.Product Details of 60656-87-3 The article contains the following contents:

An azopyridine-based oxazolines I [R = H, Me] was developed for utilizing azo group coordination and isomerization as a photoswitchable ligand. The ligand coordinated to rare-earth metal (RE) catalyst underwent efficient E/Z photoisomerization, suggesting tri- and bidentate coordination switching. The photoisomerization of the ligand enabled modulation of the enantioselectivity of an RE-catalyzed aminal forming reaction. The results came from multiple reactions, including the reaction of 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Product Details of 60656-87-3)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) may be used in the following syntheses: (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate ,(S)-5-benzyloxy-4-hydroxypentan-2-one, myxothiazols.Product Details of 60656-87-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem