62563-07-9 | Dioxole related

Godineau, Edouard et al. published their research in Journal of Organic Chemistry in 2008 | CAS: 62563-07-9

2-(3-Bromopropyl)-1,3-dioxolane (cas: 62563-07-9) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.Application of 62563-07-9

Synthesis of Fused Piperidinones through a Radical-Ionic Cascade was written by Godineau, Edouard;Schenk, Kurt;Landais, Yannick. And the article was included in Journal of Organic Chemistry in 2008.Application of 62563-07-9 This article mentions the following:

Azabicyclo[4.3.0]nonanes, e.g. I (R¹ = H, Me, t-Bu, SiMe₂Ph; R² = H, Me, OAc, CO₂Me), were assembled from chiral allylsilanes possessing an oxime moiety, e.g. II, using a stereocontrolled formal [2 + 2 + 2] radical-ionic process. The cascade involves the addition of an α-iodoester ICH₂CO₂R³ (R³ = Et, Ph) to the less substituted end of the enoxime which is then followed by a 5-exo-trig cyclization onto the aldoxime function, producing an alkoxyaminyl radical species which finally lactamizes to afford the titled piperidinone. High levels of stereoinduction were observed, demonstrating the ability of a silicon group located at the allylic position to efficiently control the stereochem. of the two newly created stereogenic centers. When the radical cascade was extended to ketoximes, the resulting sterically hindered alkoxyaminyl radical did not react further with the initiator Et₃B to produce the expected nucleophilic amidoborane complex. In sharp contrast, this long-lived radical recombined with the initial α-stabilized ester radical to produce a cyclopentane incorporating two ester fragments. In the experiment, the researchers used many compounds, for example, 2-(3-Bromopropyl)-1,3-dioxolane (cas: 62563-07-9Application of 62563-07-9).

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Cochrane, Stephen A. et al. published their research in Organic & Biomolecular Chemistry in 2015 | CAS: 62563-07-9

Studies on tridecaptin B₁, a lipopeptide with activity against multidrug resistant Gram-negative bacteria was written by Cochrane, Stephen A.;Lohans, Christopher T.;van Belkum, Marco J.;Bels, Manon A.;Vederas, John C.. And the article was included in Organic & Biomolecular Chemistry in 2015.Category: dioxole This article mentions the following:

Previously, other groups had reported that Paenibacillus polymyxa NRRL B-30507 produces SRCAM 37, a type IIA bacteriocin with antimicrobial activity against Campylobacter jejuni. Genome sequencing and isolation of antimicrobial compounds from this P. polymyxa strain show that the antimicrobial activity is due to polymyxins and tridecaptin B₁. The complete structural assignment, synthesis, and antimicrobial profile of tridecaptin B₁ is reported, as well as the putative gene cluster responsible for its biosynthesis. This peptide displays strong activity against multidrug resistant Gram-neg. bacteria, a finding that is timely to the current problem of antibiotic resistance. In the experiment, the researchers used many compounds, for example, 2-(3-Bromopropyl)-1,3-dioxolane (cas: 62563-07-9Category: dioxole).

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Mariano, Patrick S. et al. published their research in Journal of Organic Chemistry in 1977 | CAS: 62563-07-9

The chemistry of azocines. Intermediates for the synthesis of pyrrolizidines was written by Mariano, Patrick S.;Osborn, Morey E.;Dunaway-Mariano, Debra;Gunn, Brian C.;Pettersen, Roger C.. And the article was included in Journal of Organic Chemistry in 1977.Electric Literature of C6H11BrO2 This article mentions the following:

The preparation of 1,8-dihydro- and 1,6,7,8-tetrahydyroazocines lacking N substitution, and the use of transannular reaction of †4,5-epoxyhexahydroazocines for the generation of highly functionalized pyrrolizidines were described. 3,4-Dicarbomethoxy-1,8-dihydro- and 1,6,7,8-tetrahydroazocines (I and II) were prepared, starting from N-β-styryl-1,2-dihydropyridine and N-[2-[4-(bromomethyl)dioxolan-2-yl]ethyl]-1,2-dihydropyridine; methods using a variety of common N blocking groups were unsuccessful. In addition, procedures to convert azocines into functionalized pyrrolizidines, using transannular cyclization reactions, were explored. A high yielding sequence starting with the Δ4,5-epoxyhexahydroazocine III to give IV and proceeding through the intermediate bicyclic aminoether V (R = H) was developed. The structure of V (R = H) was determined by crystal structure studies of V (R = p-MeC6H4SO2). In the experiment, the researchers used many compounds, for example, 2-(3-Bromopropyl)-1,3-dioxolane (cas: 62563-07-9Electric Literature of C6H11BrO2).

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Liu, Ching Yang et al. published their research in Tetrahedron Letters in 1987 | CAS: 62563-07-9

Dependence of the stereochemistries of intramolecular [8 + 2] cycloadditions of alkenylheptafulvenes on tetraenophile stereochemistry was written by Liu, Ching Yang;Houk, K. N.. And the article was included in Tetrahedron Letters in 1987.Synthetic Route of C6H11BrO2 This article mentions the following:

Intramol. [8 + 2] cycloaddition reactions of (cyanoalkenyl)heptafulvenes I (n = 2, R = H, R¹ = CO₂Et; n = 2, R = CO₂Et, R¹ = H) give as primary products carbethoxycyanotricyclotridecatrienes II and III, resp. I (n = 3, R = H, R¹ = CO₂Et) gives cis– and trans-tricyclotetradecatrienes IV. The observed stereochem. is discussed based on secondary orbital interactions. In the experiment, the researchers used many compounds, for example, 2-(3-Bromopropyl)-1,3-dioxolane (cas: 62563-07-9Synthetic Route of C6H11BrO2).

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Suh, Young-Ger et al. published their research in Soul Taehakkyo Yakhak Nonmunjip in 1995 | CAS: 62563-07-9

Synthesis of anatoxin a via intramolecular Mannich reaction was written by Suh, Young-Ger;Choi, Young Gi;Ryu, Jae Sang;Cho, Youn-Sang. And the article was included in Soul Taehakkyo Yakhak Nonmunjip in 1995.Recommanded Product: 2-(3-Bromopropyl)-1,3-dioxolane This article mentions the following:

Total synthesis of anatoxin a which consists of unusual azabicyclo[4.2.1]nonane skeleton has been investigated. As a key part of this synthesis, intramol. Mannich reaction for the construction of azabicyclo[4.2.1]nonane system has been employed. In the experiment, the researchers used many compounds, for example, 2-(3-Bromopropyl)-1,3-dioxolane (cas: 62563-07-9Recommanded Product: 2-(3-Bromopropyl)-1,3-dioxolane).

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Poerwono, Hadi et al. published their research in Heterocycles in 1998 | CAS: 62563-07-9

An applied stereocontrolled synthesis of piperidine derivative utilizing diastereoselective reaction of chiral 1,3-oxazolidine with grignard reagent; asymmetric synthesis of an alkaloid, (-)-sedamine was written by Poerwono, Hadi;Higashiyama, Kimio;Takahashi, Hiroshi. And the article was included in Heterocycles in 1998.Product Details of 62563-07-9 This article mentions the following:

A facile total synthesis of enantiomerically pure (-)-sedamine (I), known as a naturally occurring alkaloid, was accomplished by use of the diastereoselective addition of Grignard reagent to a chiral 1,3-oxazolidine, and utilizing of 1-aza-4-oxabicyclo[4.3.0]nonane derivative II as a key intermediate. A diastereomeric pair, (-)-allosedamine, was also recovered as a minor product. In the experiment, the researchers used many compounds, for example, 2-(3-Bromopropyl)-1,3-dioxolane (cas: 62563-07-9Product Details of 62563-07-9).

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Buendia, Mikkel B. et al. published their research in ACS Catalysis in 2022 | CAS: 62563-07-9

Redox-Neutral Ni-Catalyzed sp³ C-H Alkylation of α-Olefins with Unactivated Alkyl Bromides was written by Buendia, Mikkel B.;Higginson, Bradley;Kegnaes, Soeren;Kramer, Soeren;Martin, Ruben. And the article was included in ACS Catalysis in 2022.Synthetic Route of C6H11BrO2 This article mentions the following:

A light-induced redox-neutral Ni-catalyzed sp³ C-H alkylation of unactivated alkenes with alkyl bromides possessing β-hydrogens is described herein. The method is distinguished by its simplicity, wide scope, and exquisite regio- and chemoselectivity profile, thus offering an entry point to forge sp³-sp³ architectures. In the experiment, the researchers used many compounds, for example, 2-(3-Bromopropyl)-1,3-dioxolane (cas: 62563-07-9Synthetic Route of C6H11BrO2).

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Ollmann, Ian R. et al. published their research in Bioorganic & Medicinal Chemistry in 1995 | CAS: 62563-07-9

Investigation of the inhibition of leukotriene A₄ hydrolase was written by Ollmann, Ian R.;Hogg, J. Heather;Munoz, Benito;Haeggstroem, Jesper Z.;Samuelsson, Bengt;Wong, Chi-Huey. And the article was included in Bioorganic & Medicinal Chemistry in 1995.Synthetic Route of C6H11BrO2 This article mentions the following:

In an effort to better understand the favorable binding interactions between the reversible picomolar inhibitor 3-(4-benzyloxyphenyl)-2-(R)-amino-1-propanethiol (1) and leukotriene A₄ (LTA₄) hydrolase (EC 3.3.2.6), we prepared a number of derivatives of 1–L and other related structures, and assayed their inhibition of LTA₄ hydrolase-catalyzed hydrolysis of L-alanine-p-nitroanilide. The inhibition data was analyzed using a weighted non-linear least-squares curve fitting computer program developed for this purpose to fit data derived under the non-Michaelis-Menten condition of [T]_t < [E]_t. The free thiol is necessary for sub-micromolar binding and the enzyme prefers the R enantiomer over the S enantiomer, in contrast to the stereoselectivity displayed towards bestatin, an inhibitor of somewhat similar structure. Substitution of acid moieties around the periphery of the benzyloxyphenyl portion of 1–L leads to substantially decreased binding, suggesting that this group resides within a large hydrophobic pocket when bound to the enzyme. Possible LTA₄ binding modes in the active site of LTA₄ hydrolase, including a possible direct role for the carboxylic acid of LTA₄ in the enzyme-catalyzed hydrolysis of leukotriene A₄, are discussed. In the experiment, the researchers used many compounds, for example, 2-(3-Bromopropyl)-1,3-dioxolane (cas: 62563-07-9Synthetic Route of C6H11BrO2).