Category: Dioxole

Hampton, Alexander; Perini, Florian; Harper, Peter J. published an article in 1974, the title of the article was Derivatives of phosphonate and vinyl phosphate analogs of D-ribose 5-phosphate.SDS of cas: 38838-06-1 And the article contains the following content:

An isosteric α-keto phosphonate analog (I) of D-ribose 5-phosphate was prepared from Me 2,3-O-isopropylidene-β-D-ribofuranoside (II) by conversion of II via the 5-iodo and 5-cyano analogs into III, whose acid chloride reacted with (MeO)3P to give I. Attempts to prepare a β-keto phosphonate analog via the bromomethyl ketone (IV) gave instead the vinyl phosphate (V). 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).SDS of cas: 38838-06-1

The Article related to ribose phosphate analog, phosphonate ribose, phosphate vinyl ribose, Carbohydrates: Monosaccharides, Glycals and other aspects.SDS of cas: 38838-06-1

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

On November 15, 1979, Garegg, Per J.; Samuelsson, Bertil published an article.Recommanded Product: 38838-06-1 The title of the article was Novel reagent system for converting a hydroxy group into an iodo group in carbohydrates with inversion of configuration. And the article contained the following:

Primary and secondary OH groups were converted into iodo groups, with inversion of configuration, by heating with Ph3P/iodine/imidazole (reagent A) or Ph3P/2,4,5-triiodoimidazole (reagent B) in PhMe at elevated temperature Iodine was introduced at the 2-position in hexopyranosides by these methods. E.g., Me 3,4,6-tri-O-benzyl-α-D-mannopyranoside gave 67 and 82% Me 3,4,6-tri-O-benzyl-2-deoxy-2-iodo-α-D-glucopyranoside by treatment with reagents A and B, resp. 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 hydroxyl conversion iodo carbohydrate, iodination carbohydrate, Carbohydrates: Monosaccharides, Glycals and other aspects.Recommanded Product: 38838-06-1

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

On April 2, 1984, Yamamoto, Hiroshi; Harada, Masahiko; Inokawa, Saburo; Seo, Kuniaki; Armour, Margaret Ann; Nakashima, Thomas T. published an article.SDS of cas: 38838-06-1 The title of the article was Synthesis of 1,2,3,4-tetra-O-acetyl-5-deoxy-5-C-[(R)- and (S)-methoxyphosphinyl]-α- and -β-D-ribopyranoses. And the article contained the following:

Treatment of Me 5-deoxy-5-C-(diethoxyphosphinyl)-2,3-O-isopropylidene-β-D-ribofuranoside with Na dihydrobis(2-methoxyethoxy)aluminate, followed by H2O2, mineral acid, and H2O2, gave deoxy(hydroxyphosphinyl)ribopyranoses (I) in 40-45% overall yield. The structures of these sugar analogs were effectively established on the basis of the mass and 400-MHz, 1H-NMR spectra of the title compounds, derived by treatment with CH2N2 and then Ac2O in pyridine. 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).SDS of cas: 38838-06-1

The Article related to phosphinylribopyranose, ribopyranose hydroxyphosphinyl, Carbohydrates: Monosaccharides, Glycals and other aspects.SDS of cas: 38838-06-1

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

On December 4, 1981, Ariatti, Mario; Zemlicka, Jiri published an article.Quality Control of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole The title of the article was Reaction of carbohydrate halides with magnesium. Novel carbon-carbon coupling of sugar derivatives via organometallic intermediates. And the article contained the following:

The reaction of 3-deoxy-3-C-(iodomethyl)-1,2:5,6-di-O-isopropylidene-α-D-allofuranose (I) with sublimed Mg in refluxing THF gave dimer II and only traces of the 3-deoxy-3-Me derivative Similarly, Me 5-deoxy-5-iodo-2,3-O-isopropylidene-β-D-ribofuranoside (III) afforded the 5-5′-coupled compound, and 6-deoxy-6-iodo-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose yielded the 6-6′-joined derivative The interaction of I with III gave the unsym. product in addition to the corresponding 2 sym. dimers. Dimer formation was also predominant in reaction of I with Mg in the presence of compounds such as PhCN or N-phthaloyl-L-phenylalanine 2-pyridine-2-thiol ester, which otherwise effectively trap the Grignard reagents. 5′-Deoxy-5′-iodo-2′,3′-O-isopropylidene-N3-methyluridine (IV) gave neither dimer nor the Grignard reagent. In addition, the dimer formation from I was inhibited in the presence of IV. II resulted also from the reaction of I with BuLi in THF whereas the interaction of the bromo analog of I produced only the 3-deoxy derivative 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).Quality Control of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

The Article related to grignard coupling sugar halide, dimerization sugar, Carbohydrates: Monosaccharides, Glycals and other aspects.Quality Control 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 October 24, 1980, Binkley, Roger W.; Ambrose, Michael G.; Hehemann, David G. published an article.Application In Synthesis of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole The title of the article was Synthesis of deoxyhalogeno sugars. Displacement of the (trifluoromethanesulfonyl)oxy (triflyl) group by halide ion. And the article contained the following:

Deoxyhalo sugars were prepared by esterifying partially protected carbohydrates with triflic anhydride and reacting the resulting trifluoromethanesulfonates with tetrabutylammonium halides. This process for the preparation of halogenated carbohydrates is mild and convenient. It does not experience the difficulties, such as mol. rearrangement and lack of reactivity at secondary carbons, which sometimes are encountered in displacement reactions in carbohydrate systems. 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 In Synthesis of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

The Article related to deoxyhalo sugar, halogenation sugar triflate, Carbohydrates: Monosaccharides, Glycals and other aspects.Application In Synthesis 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

Hanessian, S.; Ponpipom, M. M.; Lavallee, P. published an article in 1972, the title of the article was Procedures for the direct replacement of primary hydroxyl groups in carbohydrates by halogen.Synthetic Route of 38838-06-1 And the article contains the following content:

Efficient halogenation of carbohydrates and certain nucleosides can be effected by treatment with Ph3P-N-halosuccinimide (bromo, chloro, or iodo). Groups commonly used in the protection of hydroxyl and amino functions are unaffected under the mild conditions of halogenation. Selective halogenation of hydroxymethyl groups in polyhydroxy compounds can be effected. 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 halogenation carbohydrate nucleoside, Carbohydrates: Nucleosides, Nucleotides and other aspects.Synthetic Route of 38838-06-1

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

On September 2, 2002, Verhelst, Steven H. L.; Wiedenhof, Wouter; Ovaa, Huib; van der Marel, Gijsbert A.; Overkleeft, Herman S.; van Boeckel, Constant A. A.; van Boom, Jacques H. 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 A stereoselective route towards highly functionalized 4,6-diaminocyclohexene derivatives. And the article contained the following:

A flexible synthetic route towards chirally pure 4,6-diaminocyclohexene derivatives, e.g. I, based on palladium catalyzed allylic amination of carbohydrate derived cyclohexenes is presented. 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 diaminocyclohexene derivative asym synthesis palladium catalyzed allylic amination, Alicyclic Compounds: Cyclohexanes 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 June 13, 2019, Verhoeven, Jonas; Verniest, Guido Alfons F.; Thuring, Johannes Wilhelmus John F.; Wu, Tongfei; Pande, Vineet; Meerpoel, Lieven; Brehmer, Dirk; Sun, Weimei; Denmark, Scott E. published a patent.Quality Control of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole The title of the patent was Preparation of spirobicyclic nucleoside analogs as PRMT5 enzyme inhibitors. And the patent contained the following:

Spirobicyclic analogs I, wherein R1 and R2 are independently H, acyl; X is H; Y is O, CH2, CF2; Q1 is substituted C; Q2 is N or substituted C; R3a is H, halo, substituted amine, alkyl, alkenyl, cycloalkyl, OH, O-alkyl; L is CH2, O-CH2, CH2-O, O; R5 is Ph, aryl, monocyclic heterocycle, bicyclic heterocycle; and in case L is O or O-CH2, R5 can also represent H; were prepared and used as PRMT5 inhibitors. Thus, spirobicyclic nucleoside II was prepared as PRMT5 enzyme inhibitor and antitumor agent. 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).Quality Control of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

The Article related to spirobicyclic nucleoside preparation prmt5 inhibitor methyltransferase protein arginine antitumor, Carbohydrates: Nucleosides and Nucleotides, Cobalamins, Riboflavin and other aspects.Quality Control 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 February 29, 2000, Maria, Edmilson Jose; Da Silva, Adilson David; Fourrey, Jean-Louis published an article.Safety of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole The title of the article was A radical-based strategy for the synthesis of higher homologues of sinefungin. And the article contained the following:

Homosinefungin, which can be considered an analog of S-adenosylmethionine (SAM) and of S-adenosylhomocysteine (SAH), has been synthesized by means of a sequence in which the key step was the addition of a radical, produced by the simple treatment of an iodide precursor with a zinc-copper couple, to suitably activated olefins. 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 sinefungin analog preparation homolytic addition, homosinefungin preparation radical addition, Carbohydrates: Nucleosides and Nucleotides, Cobalamins, Riboflavin 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 November 30, 2003, Abdel-Rahman, Adel A.-H.; Abdel-Megied, Ahmed E.-S.; Goda, Adel E.-S.; Zeid, Ibrahim F.; El Ashry, El Sayed H. 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 Synthesis and Anti-HBV Activity of Thiouracils Linked via S and N-1 to the 5-Position of Methyl β-D-Ribofuranoside. And the article contained the following:

Reverse nucleoside derivatives of 2-(methylsulfanyl)uracils, e.g. I (RR = CMe2), were prepared by treating of the sodium salt of 2-(methylsulfanyl)uracils with Me 2,3-O-isopropylidene-5-O-p-toluenesulfonyl-β-D-ribofuranoside. The alkylation of 2-thiouracils with Me 5-deoxy-5-iodo-2,3-O-isopropylidene-D-ribofuranoside afforded the corresponding S-ribofuranoside derivatives which were deprotected to give nucleoside analogs, e.g. II (R = H). The Anti-HBV activity of selected compounds was studied. I (R = H) was found to be active against HBV replication with IC50 = 90 μM and CC50 > 100 μM. 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 nucleoside analog synthesis antiviral hbv human, Carbohydrates: Nucleosides and Nucleotides, Cobalamins, Riboflavin 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