Category: Dioxole

Massive Parallel Catalyst Screening: Toward Asymmetric MCRs was written by Kusebauch, Ulrike;Beck, Barbara;Messer, Kim;Herdtweck, Eberhardt;Doemling, Alexander. And the article was included in Organic Letters in 2003.Safety of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) This article mentions the following:

Hundreds of Lewis acid/ligand combinations have been screened for stereochem. induction in the Passerini multicomponent reaction. The combination of titanium tetraisopropoxide and (4S,5S)-4,5-bis(diphenylhydroxymethyl)-2,2-dimethyldioxolane was found to give enantiomeric excesses between 32% and 42% in several examples. The absolute stereo induction in the reaction of benzyl isocyanide, isobutyric aldehyde and benzoic acid with formation of amido ester PhCH₂NHCOCH(CHMe₂)OCOPh was determined chem. and by X-ray crystallog. This comprises the first asym. Passerini reaction and the first example of a stereochem. induction in an isocyanide-based multicomponent reaction by a chiral Lewis acid. In the experiment, the researchers used many compounds, for example, ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (cas: 93379-49-8Safety of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)).

((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (cas: 93379-49-8) 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.Safety of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)

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

Enantioselective allylation of aldehydes with chiral allyl organolanthanide reagents was written by Qian, Chang-Tao;Huang, Tai-Sheng. And the article was included in Chinese Journal of Chemistry in 1998.Formula: C31H30O4 This article mentions the following:

The first example of enantioselective allylation of aldehydes with chiral allyl organolanthanide reagents has been achieved in high chem. yield and moderate optical purity (up to 54% e.e.). E.g., allylation of PhCHO with BrMgCH₂CH:CH₂ in presence of CeCl₃ and (+)-α,α,α’,α’-tetrakis(o-methoxyphenyl)dioxolane-4,5-dimethanol gave 71% (R)-1-phenyl-3-buten-1-ol with 54% e.e. In the experiment, the researchers used many compounds, for example, ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (cas: 93379-49-8Formula: C31H30O4).

((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (cas: 93379-49-8) 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.Formula: C31H30O4

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

Synthesis and evaluation of analogs of 5′-(((Z)-4-amino-2-butenyl)methylamino)-5′-deoxyadenosine (MDL 73811, or AbeAdo) – An inhibitor of S-adenosylmethionine decarboxylase with antitrypanosomal activity was written by Brockway, Anthony J.;Volkov, Oleg A.;Cosner, Casey C.;MacMillan, Karen S.;Wring, Stephen A.;Richardson, Thomas E.;Peel, Michael;Phillips, Margaret A.;De Brabander, Jef K.. And the article was included in Bioorganic & Medicinal Chemistry in 2017.Application of 177-10-6 This article mentions the following:

We describe our efforts to improve the pharmacokinetic properties of a mechanism-based suicide inhibitor of the polyamine biosynthetic enzyme S-adenosylmethionine decarboxylase (AdoMetDC), essential for the survival of the eukaryotic parasite Trypanosoma brucei responsible for Human African Trypanosomiasis (HAT). The lead compound, 5′-(((Z)-4-amino-2-butenyl)methylamino)-5′-deoxyadenosine (1, also known as MDL 73811, or AbeAdo), has curative efficacy at a low dosage in a hemolymphatic model of HAT but displayed no demonstrable effect in a mouse model of the CNS stage of HAT due to poor blood-brain barrier permeation. Therefore, we prepared and evaluated an extensive set of analogs with modifications in the aminobutenyl side chain, the 5′-amine, the ribose, and the purine fragments. Although we gained valuable structure-activity insights from this comprehensive dataset, we did not gain traction on improving the prospects for CNS penetration while retaining the potent antiparasitic activity and metabolic stability of the lead compound 1. In the experiment, the researchers used many compounds, for example, 1,4-Dioxaspiro[4.5]decane (cas: 177-10-6Application of 177-10-6).

1,4-Dioxaspiro[4.5]decane (cas: 177-10-6) 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. Dioxole functionalized metal-organic frameworks have also been recently reported.Application of 177-10-6

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

Heterocyclic spiro compounds: spiro[benzo[b]thiophene-4(5H),3′-pyrrolidines] was written by Stanetty, Peter;Froehlich, Hannes;Sauter, Fritz. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 1984.Electric Literature of C12H14ClFO2 This article mentions the following:

The title compounds were prepared and their ¹H and ¹³C NMR studied. Condensing benzothiophenone I (Z = O) with (NC)₂CH₂ gave dicyano compound I [Z = C(CN)₂] which was treated with NaCN and the product tricyano compound hydrolyzed and decarboxylated to give diacid II. Cyclization of II with RNH₂ [R = H, Me, (CH₂)₃NEt₂] gave the spiropyrrolidines III. III (R = H) and Cl(CH₂)_nNMe₂ (n = 2,3) gave III [R = (CH₂)_nNMe₂]. Reduction of III with LiAlH₄ gave IV. In the experiment, the researchers used many compounds, for example, 2-(3-Chloropropyl)-2-(4-fluorophenyl)-1,3-dioxolane (cas: 3308-94-9Electric Literature of C12H14ClFO2).

2-(3-Chloropropyl)-2-(4-fluorophenyl)-1,3-dioxolane (cas: 3308-94-9) 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. Dioxole functionalized metal-organic frameworks have also been recently reported.Electric Literature of C12H14ClFO2

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

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).

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

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

Enantioselective catalytic diamination of alkenes with a bisimidoosmium oxidant was written by Muniz, Kilian;Nieger, Martin. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2005.HPLC of Formula: 93379-49-8 This article mentions the following:

An enantioselective catalytic diamination of olefins has been developed which employs enantiopure titanium complexes as catalysts and bis(tert-butylimido)dioxoosmium(VIII) as nitrogen source. In the experiment, the researchers used many compounds, for example, ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (cas: 93379-49-8HPLC of Formula: 93379-49-8).

((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (cas: 93379-49-8) 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.HPLC of Formula: 93379-49-8

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

Synthesis of a Platform To Access Bistramides and Their Analogues was written by Commandeur, Malgorzata;Commandeur, Claude;Cossy, Janine. And the article was included in Organic Letters in 2011.Safety of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) This article mentions the following:

The platform C14-C40 (I), which can be used to prepare bistramide C and 39-oxobistramide K, was synthesized in 19 steps with an overall yield of 6.2%. Furthermore, the chemoselective reduction of the ketone at C-39 was performed giving an easy access to bistramides A, B, D, K, and L. Finally, the versatility of the synthesis of the C14-C40 fragment can allow the preparation of a large variety of stereoisomers to produce bistramide analogs. In the experiment, the researchers used many compounds, for example, ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (cas: 93379-49-8Safety of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)).

((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (cas: 93379-49-8) 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.Safety of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)

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

Copper complexes bearing an NHC-calixarene unit: synthesis and application in click chemistry was written by Ourri, Benjamin;Tillement, Olivier;Tu, Tao;Jeanneau, Erwann;Darbost, Ulrich;Bonnamour, Isabelle. And the article was included in New Journal of Chemistry in 2016.Formula: C4H7BrO2 This article mentions the following:

The synthesis of N-heterocyclic carbene (NHC) copper complexes supported by calix[4]arene is reported. Mono-substituted calix[4]arene was prepared through conventional procedures, followed by the attachment of an imidazolyl group to create the precursor of NHC ligands. Alkylation with two alkyl bromides followed by metalation resulted in fully characterized original complexes. The x-ray structure showed an “out” conformation for copper. The catalytic activity of the complexes was studied in click chem., and revealed good performances. In particular, three new triazoles were synthesized in high yields, under solvent-free conditions and a fast reaction time. The newly synthesized chiral complex was tested in the kinetic resolution of racemic azide. In the experiment, the researchers used many compounds, for example, 2-Bromomethyl-1,3-dioxolane (cas: 4360-63-8Formula: C4H7BrO2).

2-Bromomethyl-1,3-dioxolane (cas: 4360-63-8) 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. Dioxole functionalized metal-organic frameworks have also been recently reported.Formula: C4H7BrO2

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

4-Aminoquinolines Bearing a 1,3-Benzodioxole Moiety: Synthesis and Biological Evaluation as Potential Antifungal Agents was written by Yang, Rui;Li, Zhuolin;Xie, Jialing;Liu, Jianchuan;Qin, Tianhong;Liu, Junda;Du, Haiying;Ye, Haoyun. And the article was included in Chemistry & Biodiversity in 2021.Electric Literature of C9H9NO3 This article mentions the following:

In search of new environmentally friendly and effective antifungal agents, a series of 4-aminoquinolines bearing a 1,3-benzodioxole moiety were prepared and their structures were fully elucidated by spectroscopic analyses. The antifungal activities of all the target compounds against five phytopathogenic fungi were evaluated in vitro. The results revealed that most of the newly synthesized compounds exhibited obvious inhibitory activities at the concentration of 50μg/mL. Among them, compound I displayed more promising antifungal potency with EC₅₀ values of 10.3 and 14.0μg/mL against C. lunata and A. alternate, resp. Particularly, the EC₅₀ value of I against C. lunata was 7.3-fold as potent as the standard azoxystrobin. There were some significant morphol. alterations in the mycelia of C. lunata when treated with I at 50μg/mL. Addnl., the preliminary structure-activity relationships (SARs) were also discussed. Thus, this study suggests that 4-aminoquinolines bearing a 1,3-benzodioxole moiety are interesting scaffolds for the development of novel antifungal agents. In the experiment, the researchers used many compounds, for example, 1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone (cas: 28657-75-2Electric Literature of C9H9NO3).

1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone (cas: 28657-75-2) 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. Dioxole functionalized metal-organic frameworks have also been recently reported.Electric Literature of C9H9NO3

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

Organocatalytic enantioselective conjugate addition of 2-nitrocyclohexanone to acrylaldehyde: a concise two-step synthesis of chiral building block 1-azaspiro[4.5]decan-6-one was written by Ding, Xiao-Hua;Cui, Wei-Chen;Li, Xiang;Ju, Xuan;Liu, Dan;Wang, Shaozhong;Yao, Zhu-Jun. And the article was included in Tetrahedron Letters in 2013.Recommanded Product: 126-39-6 This article mentions the following:

A gram-scale organocatalytic enantioselective Michael addition of α-nitrocyclohexanone to acrolein has been developed, and it was successfully applied to a concise two-step synthesis of (1S)-azaspiro[4.5]decan-6-one I, a useful chiral building block for the synthesis of a variety of natural alkaloids. In the experiment, the researchers used many compounds, for example, 2-Ethyl-2-methyl-1,3-dioxolane (cas: 126-39-6Recommanded Product: 126-39-6).

2-Ethyl-2-methyl-1,3-dioxolane (cas: 126-39-6) 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. Although benzodioxole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.Recommanded Product: 126-39-6

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