60656-87-3 Archives - Page 3 of 9 - Ethers-buliding-blocks

Hoang, Gia L.’s team published research in Organic Letters in 2019 | CAS: 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.Synthetic Route of C9H10O2

In 2019,Organic Letters included an article by Hoang, Gia L.; Zoll, Adam J.; Ellman, Jonathan A.. Synthetic Route of C9H10O2. The article was titled 《Three-Component Coupling of Aldehydes, 2-Aminopyridines, and Diazo Esters via Rhodium(III)-Catalyzed Imidoyl C-H Activation: Synthesis of Pyrido[1,2-a]pyrimidin-4-ones》. The information in the text is summarized as follows:

Imines formed in situ from 2-aminopyridines and aldehydes undergo Rh(III)-catalyzed imidoyl C-H activation and coupling with diazo esters to give pyrido[1,2-a]pyrimidin-4-ones. Aromatic and enolizable aliphatic aldehydes were both effective substrates, and a broad range of functional groups were incorporated at different sites on the heterocyclic products. In addition, methoxy and dimethylamino functionalities could be directly installed on the pyrimidine ring by employing tri-Me orthoformate or N,N-dimethylformamide di-Me acetal in place of the aldehyde, resp. The results came from multiple reactions, including the reaction of 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Synthetic Route of C9H10O2)

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

Zheng, Shuai’s team published research in Chemical Science in 2020 | CAS: 60656-87-3

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).Formula: C9H10O2

《Diastereoselective olefin amidoacylation via photoredox PCET/nickel-dual catalysis: reaction scope and mechanistic insights》 was written by Zheng, Shuai; Zhang, Shuo-Qing; Saeednia, Borna; Zhou, Jiawang; Anna, Jessica M.; Hong, Xin; Molander, Gary A.. Formula: C9H10O2 And the article was included in Chemical Science in 2020. The article conveys some information:

Synthesis of cyclic amides such as I via regio- and diastereoselective amidoacylation of unactivated olefins by using photoredox proton-coupled electron transfer (PCET)/Ni dual-catalysis was developed. Various acyl electrophiles were compatible, including alkyl- and aryl acyl chlorides and anhydrides, as well as in situ activated carboxylic acids. Hammett studies and other mechanistic experiments to elucidate features of the diastereoselectivity, a transient absorption study of the PCET step, as well as computational evidence, provide an in-depth understanding of the disclosed transformation. In the experiment, the researchers used many compounds, for example, 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Formula: C9H10O2)

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

Wang, Xuefeng’s team published research in Organic Letters in 2022 | CAS: 60656-87-3

Product Details of 60656-87-3In 2022 ,《Access to Sulfoxides under NHC/Photocatalysis via a Radical Pathway》 was published in Organic Letters. The article was written by Wang, Xuefeng; Tang, Yulian; Ye, Shengqing; Zhang, Jun; Kuang, Yunyan; Wu, Jie. The article contains the following contents:

A photocatalyzed transformation from sulfinic acids to sulfoxides under visible-light irradiation in the presence of N-heterocyclic carbene is established. Various alkyl groups from four-substituted Hantzsch esters or Meyer nitriles are smoothly converted to the corresponding sulfoxides through a radical coupling pathway in the presence of 1,1-carbonyldiimidazole. This method allows sulfoxide synthesis to refrain from relying on the oxidation of sulfides and provides an alternative route for the preparation of sulfoxides. In the experiment, the researchers used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Product Details of 60656-87-3)

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

Dong, Jianyang’s team published research in Green Chemistry in 2020 | CAS: 60656-87-3

《Visible-light-mediated Minisci C-H alkylation of heteroarenes with 4-alkyl-1,4-dihydropyridines using O2 as an oxidant》 was published in Green Chemistry in 2020. These research results belong to Dong, Jianyang; Yue, Fuyang; Xu, Wentao; Song, Hongjian; Liu, Yuxiu; Wang, Qingmin. COA of Formula: C9H10O2 The article mentions the following:

A protocol for direct visible-light-mediated Minisci C-H alkylation reactions of N-heteroarenes with 4-alkyl-1,4-dihydropyridines for synthesis of alkylated N-heteroarenes such as I at room temperature with mol. oxygen as an oxidant was reported. The protocol permitted efficient functionalization of various N-heteroarenes with a broad range of cyclic and acyclic primary, secondary and tertiary alkyl groups and was scalable to the gram level. This mild protocol used an inexpensive, green oxidant and was suitable for late-stage C-H alkylation of complex nitrogen-containing mols. Its utility was demonstrated by preparing or functionalizing several pharmaceuticals and natural products. After reading the article, we found that the author used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3COA of Formula: C9H10O2)

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

Hu, Ming’s team published research in Nature Communications in 2020 | CAS: 60656-87-3

《Versatile cobalt-catalyzed regioselective chain-walking double hydroboration of 1,n-dienes to access gem-bis(boryl)alkanes》 was published in Nature Communications in 2020. These research results belong to Hu, Ming; Ge, Shaozhong. Name: 2-(Benzyloxy)acetaldehyde The article mentions the following:

Double hydroboration of dienes is the addition of a hydrogen and a boryl group to the two double bonds of a diene mol. and represents a straightforward and effective protocol to prepare synthetically versatile bis(boryl)alkanes, provided that this reaction occurs selectively. However, this reaction can potentially yield several isomeric organoboron products, and it still remains a challenge to control the regioselectivity of this reaction, which allows the selective production of a single organoboron product, in particular, for a broad scope of dienes. By employing a readily available cobalt catalyst, here authors show that this double hydroboration yields synthetically useful gem-bis(boryl)alkanes with excellent regioselectivity. In addition, the scope of dienes for this reaction is broad and encompasses a wide range of conjugated and non-conjugated dienes. Furthermore, mechanistic studies indicate that this cobalt-catalyzed double hydroboration occurs through boryl-directed chain-walking hydroboration of alkenylboronates generated from anti-Markovnikov 1,2-hydroboration of 1,n-diene. The experimental part of the paper was very detailed, including the reaction process of 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Name: 2-(Benzyloxy)acetaldehyde)

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

Schwarz, J. Luca’s team published research in ACS Catalysis in 2020 | CAS: 60656-87-3

《Dialkylation of 1,3-Dienes by Dual Photoredox and Chromium Catalysis》 was written by Schwarz, J. Luca; Huang, Huan-Ming; Paulisch, Tiffany O.; Glorius, Frank. HPLC of Formula: 60656-87-3 And the article was included in ACS Catalysis in 2020. The article conveys some information:

The direct conversion of feedstock chems. into value-added products is of broad interest in chem. research. Herein, we present a regioselective and diastereoselective three-component dialkylation of feedstock 1,3-dienes with Hantzsch esters and aldehydes for the synthesis of homoallylic alcs. The reaction is enabled by dual photoredox and chromium catalysis and can also be performed enantioselectively by employing chromium-bisoxazoline complexes. In the part of experimental materials, we found many familiar compounds, such as 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3HPLC of Formula: 60656-87-3)

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

Liu, Chen-Fei’s team published research in Nature Catalysis in 2021 | CAS: 60656-87-3

Liu, Chen-Fei; Wang, Hongyu; Martin, Robert T.; Zhao, Haonan; Gutierrez, Osvaldo; Koh, Ming Joo published their research in Nature Catalysis in 2021. The article was titled 《Olefin functionalization/isomerization enables stereoselective alkene synthesis》.Quality Control of 2-(Benzyloxy)acetaldehyde The article contains the following contents:

The catalytic amounts of a non-precious N-heterocyclic carbene-Ni(I) complex in conjunction with a sterically bulky base promote site- and trans-selective union of monosubstituted olefins CH2=CHC(R1)R2 (R1 = Ph, naphthalen-1-yl, furan-2-yl, etc.; R2 = H, Me, Ph; R1R2 = 1-[(tert-butoxy)(oxo)methane]piperidin-4-yl, 1-[(tert-butoxy)(oxo)methane]azetidin-3-yl) with a wide array of electrophilic reagents R3OTf (R3 = Ph, 1-benzyl-1H-indol-5-yl, 4-methoxyphenyl, etc.) and bis(pinacolato)diboron to deliver tri- and tetrasubstituted alkenes E/Z-R3C(CH3)=CR1R2 in up to 92% yield and >98% regio- and stereoselectivity were demonstrated. The protocol is amenable to the preparation of carbon- and heteroatom-substituted C=C bonds, providing distinct advantages over existing transformations. Utility is highlighted through concise stereoselective synthesis of biol. active compounds In addition to this study using 2-(Benzyloxy)acetaldehyde, there are many other studies that have used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Quality Control of 2-(Benzyloxy)acetaldehyde) was used in this study.

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

Gao, Peng-Chao’s team published research in Organic Letters in 2021 | CAS: 60656-87-3

Gao, Peng-Chao; Wang, Zi-Xuan; Li, Bi-Jie published their research in Organic Letters in 2021. The article was titled 《Iridium-Catalyzed Regioselective Hydroalkynylation of Internal Alkenes Directed by an Oxime》.Reference of 2-(Benzyloxy)acetaldehyde The article contains the following contents:

An iridium-catalyzed hydroalkynylation of allylic alcs. protected by an oxime group was reported. Catalytic alkynylation occurred exclusively at the distal position of the alkene. This method generated γ-alkynyl alc. oximes directly from internal alkenes and terminal alkynes. The oxime group was readily removed to afford a free alc., thus providing an indirect route for the catalytic hydroalkynylation of allylic alcs.2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Reference of 2-(Benzyloxy)acetaldehyde) was used in this study.

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

Cao, Hui’s team published research in Nature Communications in 2020 | CAS: 60656-87-3

Electric Literature of C9H10O2In 2020 ,《Photoinduced site-selective alkenylation of alkanes and aldehydes with aryl alkenes》 was published in Nature Communications. The article was written by Cao, Hui; Kuang, Yulong; Shi, Xiangcheng; Wong, Koi Lin; Tan, Boon Beng; Kwan, Jeric Mun Chung; Liu, Xiaogang; Wu, Jie. The article contains the following contents:

Herein, a photocatalytic method for the direct alkenylation of alkanes and aldehydes with aryl alkenes in the absence of any external oxidant were reported. A diverse range of commodity feedstocks and pharmaceutical compounds such as RHC=CHR1 [R = cyclopentyl, Ph, 3-ClC6H4, etc.; R1 = cyclohexyl, Ph, 4-OAcC6H4, etc.; stereo = cis, trans] were smoothly alkenylated in useful yields with the C-H partner as the limiting reagent. The late-stage alkenylation of complex mols. occurs with high levels of site selectivity for sterically accessible and electron-rich C-H bonds. This strategy relied on the synergistic combination of direct hydrogen atom transfer photocatalysis with cobaloxime-mediated hydrogen-evolution cross-coupling, which promises to inspire addnl. perspectives for selective C-H functionalizations in a green manner. In the experiment, the researchers used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Electric Literature of C9H10O2)

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

Moreno, Carlos J.’s team published research in ACS Catalysis in 2021 | CAS: 60656-87-3

Moreno, Carlos J.; Hernandez, Karel; Charnok, Simon J.; Gittings, Samantha; Bolte, Michael; Joglar, Jesus; Bujons, Jordi; Parella, Teodor; Clapes, Pere published their research in ACS Catalysis in 2021. The article was titled 《Synthesis of γ-Hydroxy-α-amino Acid Derivatives by Enzymatic Tandem Aldol Addition-Transamination Reactions》.Product Details of 60656-87-3 The article contains the following contents:

Three enzymic routes toward γ-hydroxy-α-amino acids by tandem aldol addition-transamination one-pot two-step reactions are reported. The approaches feature an enantioselective aldol addition of pyruvate to various nonaromatic aldehydes catalyzed by trans-o-hydroxybenzylidene pyruvate hydratase-aldolase (HBPA) from Pseudomonas putida. This affords chiral 4-hydroxy-2-oxo acids, which were subsequently enantioselectively aminated using S-selective transaminases. Three transamination processes were investigated involving different amine donors and transaminases: (i) L-Ala as an amine donor with pyruvate recycling, (ii) a benzylamine donor using benzaldehyde lyase from Pseudomonas fluorescens Biovar I (BAL) to transform the benzaldehyde formed into benzoin, minimizing equilibrium limitations, and (iii) L-Glu as an amine donor with a double cascade comprising branched-chain α-amino acid aminotransferase (BCAT) and aspartate amino transferase (AspAT), both from E. coli, using L-Asp as a substrate to regenerate L-Glu. The γ-hydroxy-α-amino acids thus obtained were transformed into chiral α-amino-γ-butyrolactones, structural motifs found in many biol. active compounds and valuable intermediates for the synthesis of pharmaceutical agents. In the experimental materials used by the author, we found 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Product Details of 60656-87-3)

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