Category: Dioxole

On September 29, 1992, Anderson, Rosaleen J.; Dixon, Ruth M.; Golding, Bernard T. published an article.Formula: C9H15IO4 The title of the article was Alkylcobalamins: formation by enantioselective alkylation of cob(I)alamin, proton NMR spectra, and conformational analysis of the alkyl group. And the article contained the following:

The 1H NMR spectra of a series of alkylcobalamins, principally 2-oxy substituted, including adenosyl- and ribosylcobalamin, were analyzed with particular attention to the conformation of the alkyl moiety. The enantioselectivity of formation of some of these compounds from their chiral precursors was determined (NMR anal.) and rationalized. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Formula: C9H15IO4

The Article related to isopropylideneribofuranoside reaction cobalamin, alkyloxirane alkylation cobalamin, dioxolane alkylation cobalamin, proton nmr alkylcobalamin, Organometallic and Organometalloidal Compounds: Group Viii – Co, Ni, Ru, Rh, Pd, Os, Ir, Pt and other aspects.Formula: C9H15IO4

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

On March 21, 1994, Gallos, John K.; Koftis, Theocharis V.; Koumbis, Alexandros E. published an article.Recommanded Product: 38838-06-1 The title of the article was Synthesis of enantiomerically pure bicyclo[3.1.0]hexanes from D-ribose by intramolecular cyclopropanation. And the article contained the following:

Highly functionalized optically pure bicyclo[3.1.0]hexan-2-ones I were easily obtained by the intramol. cyclopropanation of a D-ribose derivative using the iodonium ylide or diazo compound methods, which afford the final products with opposite diastereoselectivities. The derivatives of the title compounds are Et 2,2-dimethyl-5-oxocyclopropa[3,4]cyclopenta[1,2-d]-1,3-dioxole-4a-carboxylates. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Recommanded Product: 38838-06-1

The Article related to cyclopropanation ribose iodonium ylide, dioxolanepropanoate vinyl oxo cyclopropanation, cyclopropacyclopentadioxolecarboxylate asym synthesis, Heterocyclic Compounds (More Than One Hetero Atom): Eight- and Higher-Membered Rings and other aspects.Recommanded Product: 38838-06-1

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

Davies, Stephen G.; Foster, Emma M.; Frost, Aileen B.; Lee, James A.; Roberts, Paul M.; Thomson, James E. published an article in 2012, the title of the article was On the origins of diastereoselectivity in the conjugate additions of the antipodes of lithium N-benzyl-(N-α-methylbenzyl)amide to enantiopure cis- and trans-dioxolane containing α,β-unsaturated esters.Safety of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole And the article contains the following content:

“Matching” and “mismatching” effects in the doubly diastereoselective conjugate additions of the antipodes of lithium N-benzyl-(N-α-methylbenzyl)amide to enantiopure cis- and trans-dioxolane containing α,β-unsaturated esters have been investigated. High levels of substrate control were established first upon conjugate addition of achiral lithium N-benzyl-N-isopropylamide to both tert-Bu (S,S,E)-4,5-O-isopropylidene-4,5-dihydroxyhex-2-enoate and tert-Bu (4R,5S,E)-4,5-O-isopropylidene-4,5-dihydroxyhex-2-enoate. However, upon conjugate addition of lithium (R)-N-benzyl-(N-α-methylbenzyl)amide and lithium (S)-N-benzyl-(N-α-methylbenzyl)amide to these substrates, neither reaction pairing reinforced the apparent sense of substrate control. These reactions do not, therefore, conform to the classical doubly diastereoselective “matching” or “mismatching” pattern usually exhibited by this class of reaction. A comparison of these reactions with the previously reported doubly diastereoselective conjugate addition reactions of lithium amide reagents to analogous substrates is also discussed. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Safety of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

The Article related to lithium amide dioxolanyl unsaturated ester diastereoselective conjugate addition diastereoselectivity, Heterocyclic Compounds (More Than One Hetero Atom): Dioxoles, Oxathioles, Dithioles and other aspects.Safety of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

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

On January 4, 2017, Shang, Debin published a patent.Synthetic Route of 38838-06-1 The title of the patent was Process for preparation of Ticagrelor key intermediate. And the patent contained the following:

The invention relates to a process for the preparation of Ticagrelor key intermediate 2-[[(3aR,4S,6R,6aS)-6-amino-tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol (key intermediate A). The method comprises methylation of 1-position of D-ribose and protection with acetone to obtain Me 2,3-O-isopropylidene-β-D-ribofuranoside, followed by reaction with tosyl chloride, iodination, ring opening, cyclization, reduction, protection with Cbz-Cl, reaction with Et bromoacetate, reduction, and deprotection. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Synthetic Route of 38838-06-1

The Article related to preparation ticagrelor key intermediate, Heterocyclic Compounds (More Than One Hetero Atom): Dioxoles, Oxathioles, Dithioles and other aspects.Synthetic Route of 38838-06-1

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

On November 14, 2019, Policarpo, Rocco L.; Decultot, Ludovic; May, Elizabeth; Kuzmic, Petr; Carlson, Samuel; Huang, Danny; Chu, Vincent; Wright, Brandon A.; Dhakshinamoorthy, Saravanakumar; Kannt, Aimo; Rani, Shilpa; Dittakavi, Sreekanth; Panarese, Joseph D.; Gaudet, Rachelle; Shair, Matthew D. published an article.Name: (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole The title of the article was High-Affinity Alkynyl Bisubstrate Inhibitors of Nicotinamide N-Methyltransferase (NNMT). And the article contained the following:

Nicotinamide N-methyltransferase (NNMT) is a metabolic enzyme that methylates nicotinamide (NAM) using cofactor S-adenosylmethionine (SAM). NNMT overexpression has been linked to diabetes, obesity, and various cancers. In this work, structure-based rational design led to the development of potent and selective alkynyl bisubstrate inhibitors of NNMT. The reported nicotinamide-SAM conjugate (named NS1) features an alkyne as a key design element that closely mimics the linear, 180° transition state geometry found in the NNMT-catalyzed SAM → NAM Me transfer reaction. NS1 was synthesized in 14 steps and found to be a high-affinity, subnanomolar NNMT inhibitor. An X-ray cocrystal structure and SAR study revealed the ability of an alkynyl linker to span the Me transfer tunnel of NNMT with ideal shape complementarity. The compounds reported in this work represent the most potent and selective NNMT inhibitors reported to date. The rational design principle described herein could potentially be extended to other methyltransferase enzymes. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Name: (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

The Article related to nnmt inhibitors sam conjugate structure based rational design sar, Pharmacology: Other (All Agents and Effects Not Otherwise Assignable) and other aspects.Name: (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

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

On April 1, 2001, Gallos, John K.; Kyradjoglou, Loukia C.; Koftis, Theocharis V. published an article.Synthetic Route of 38838-06-1 The title of the article was A concise synthesis of (-)-endo-brevicomin. And the article contained the following:

A new method for the synthesis of (-)-endo-brevicomin (I) from D-ribose in four steps is reported. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Synthetic Route of 38838-06-1

The Article related to pheromone endobrevicomin synthesis, Biomolecules and Their Synthetic Analogs: Pheromones and Sex Hormones and other aspects.Synthetic Route of 38838-06-1

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

On April 10, 2014, Devkota, Kanchan; Lohse, Brian; Liu, Qing; Wang, Ming-Wei; Staerk, Dan; Berthelsen, Jens; Clausen, Rasmus Praetorius published an article.Recommanded Product: 38838-06-1 The title of the article was Analogs of the Natural Product Sinefungin as Inhibitors of EHMT1 and EHMT2. And the article contained the following:

A series of analogs of the natural product sinefungin lacking the amino acid moiety was synthesized and probed for their ability to inhibit EHMT1 and EHMT2. This study led to inhibitors, e.g. I, of methyltransferase activity of EHMT1 and EHMT2 and it demonstrates that such analogs constitute an interesting scaffold to develop selective methyltransferase inhibitors. Surprisingly, the inhibition was not competitive toward AdoMet. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Recommanded Product: 38838-06-1

The Article related to nucleoside preparation ehmt1 ehmt2 methyltransferase inhibitor sinefungin analog, ehmt1, ehmt2, sinefungin, methyltransferase inhibitors, Carbohydrates: Nucleosides and Nucleotides, Cobalamins, Riboflavin and other aspects.Recommanded Product: 38838-06-1

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

On March 19, 2021, Kvasovs, Nikita; Iziumchenko, Valeriia; Palchykov, Vitalii; Gevorgyan, Vladimir published an article.Application of 38838-06-1 The title of the article was Visible Light-Induced Pd-Catalyzed Alkyl-Heck Reaction of Oximes. And the article contained the following:

A visible light-induced palladium-catalyzed oxidative C-H alkylation of oximes was developed. This mild protocol allowed for an efficient atom economical C-C bond construction of alkyl-substituted oximes. A broad range of primary, secondary and tertiary alkyl bromides and iodides, as well as a range of different formaldoximes, can efficiently underwent this transformation. The method featured visible light-induced generation of nucleophilic hybrid alkyl Pd radical intermediates, which upon radical addition at the imine moiety and a subsequent β-hydrogen elimination deliver substituted imines. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Application of 38838-06-1

The Article related to oxime alkyl halide palladium catalyst diastereoselective alkylation heck reaction, alkyl oxime preparation, heck reaction, alkylation, light-induced, oxime, palladium, radical and other aspects.Application of 38838-06-1

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

On September 6, 2000, Hyldtoft, Lene; Madsen, Robert published an article.Recommanded Product: (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole The title of the article was Carbohydrate carbocyclization by a novel zinc-mediated domino reaction and ring-closing olefin metathesis. And the article contained the following:

A general method for carbocyclization of carbohydrates is described using two consecutive organometallic transformations: a novel zinc-mediated domino reaction to give functionalized dienes followed by ring-closing olefin metathesis. In the first reaction, Me ω-deoxy-ω-iodo glycosides undergo reductive elimination with zinc to produce a terminal double bond. This also liberates the aldehyde which is immediately alkylated in situ by various organozinc reagents. The alkylation occurs under Barbier conditions with methylene iodide and several allyl bromides. Zinc plays a dual role by both promoting the reductive elimination and activating the alkyl halide. Vinylation is carried out by adding divinylzinc. When a new stereogenic center is generated, moderate to excellent stereocontrol is generally observed An amino group can be introduced by trapping the intermediate aldehyde as an imine prior to the alkylation. The reductive elimination-allylation sequence can also be promoted by indium metal. All the alkylations produce a second double bond, and the obtained dienes are subsequently subjected to ring-closing olefin metathesis to produce the corresponding carbocycles. A newly developed catalyst with an N-heterocyclic carbene ligand is more reactive toward these carbohydrate-derived dienes than com. available Grubbs catalyst. Acetylation of the free hydroxy groups improves the metathesis reaction significantly. Both five- and six-membered carbocycles are available by this route, including a number of conduritols and quercitols. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).Recommanded Product: (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

The Article related to domino reaction cyclitol preparation cyclization, cyclitol preparation cyclization barbier reductive elimination, alditol diene catalyzed cyclization cyclitol preparation and other aspects.Recommanded Product: (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

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

On August 25, 2020, Zhang, Chen; Zhu, Guozhi; Lu, Yonghua; Gao, Qiu; Liao, Yuting; Li, Yao; Yan, Pangke published a patent.Application of 124038-36-4 The title of the patent was Preparation of 8-hydroxy-1H-quinolin-2-one bridge derivatives as muscarinic receptor M3 antagonists and beta 2-adrenergic receptor agonists. And the patent contained the following:

The invention discloses preparation method of 8-hydroxy-1H-quinolin-2-one bridge ring derivatives, which has the characteristics of diverse structure and high activity. For example, the invention compound I was prepared via multi-step reaction of 4-[[3-[[(7-tertbutoxycarbonyl-3-oxa-7-azabicyclo[3.3.1]nonane-9-yl)oxocarbonylamino]-Ph methyl] phenoxy] methyl] benzoic acid. The invention compounds can be used as muscarinic receptor M3 antagonists and beta 2-adrenergic receptor agonists. The experimental process involved the reaction of Methyl 3-(1,3-dioxolan-2-yl)benzoate(cas: 124038-36-4).Application of 124038-36-4

The Article related to preparation hydroxyquinolinone muscarinic receptor m3 antagonist adrenergic receptor agonist, Heterocyclic Compounds (More Than One Hetero Atom): Fused-Ring Systems With Two Or More Hetero Atoms, No More Than One Hetero Atom Per Ring and other aspects.Application of 124038-36-4

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