Tag: 300-400

On December 1, 1995, Paquette, Leo A.; Bailey, Simon published an article.Related Products of 38838-06-1 The title of the article was Evaluation of D-Ribose as an Enantiopure Building Block for Construction of the C-Ring of Taxol and Its Congeners. And the article contained the following:

The enantiomerically pure (4S,5R)-4-[(Z)-2-iodovinyl]-2,2-dimethyl-5-vinyl-1,3-dioxolane is shown to be readily available from D-ribose via a sequence involving zinc-promoted reductive unmasking of an aldehyde and homologation with (iodomethylene)triphenylphosphorane. The vinyl anion produced by halogen-metal exchange adds from the endo direction to an enantiopure ketone prepared from D-camphor. The resulting carbinol undergoes anionic oxy-Cope rearrangement and C-methylation with complete stereocontrol to set the appropriate C-3 stereochem. of taxol. Dihydroxylation of this intermediate brings about facile transannular hemiketalization. DIBAL-H reduction of this intermediate does not affect the hemiketal, but does reduce the acetonide regiospecifically. An unusual transannular hydride shift occurs during subsequent heating with dibutyltin oxide, as confirmed by x-ray crystallog. When transannular hemiketalization is skirted, hydroboration-oxidation of the side chain leads to an acetaldehyde which is notably prone to β-elimination. Treatment with potassium carbonate in methanol does eventuate in ring closure to give I via an aldol addition reaction, but only after methanol has been added in Michael fashion to the α,β-unsaturated aldehyde. 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).Related Products of 38838-06-1

The Article related to ribose enantiopure synthesis taxol ring, Terpenes and Terpenoids: Diterpenes (C20), Including Gibberellins, Retinoids, Quassinoids, and Tocopherols and other aspects.Related Products of 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 April 9, 2007, Gallos, John K.; Stathakis, Christos I.; Salapassidou, Maria J.; Grammatoglou, Constantinos E.; Koumbis, Alexandros E. 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 A short alternative preparation of the bengazoles polyol side-chain segment. And the article contained the following:

A new short and efficient synthesis of the bengazoles side chain I is reported using a sequential diastereoselective Grignard addition, reduction, and regioselective hydroboration on a readily available D-ribose 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).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 bengazole a synthon polyol isopropylidene hexane tetraol preparation, ribose diastereoselective grignard addition reduction regioselective hydroboration, Biomolecules and Their Synthetic Analogs: Others, Including Purines, Pyrimidine Nucleic Acid Bases, Flavins, Lignans 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

Braga, Fernanda Gambogi; Coimbra, Elaine Soares; de Oliveira Matos, Magnum; Carmo, Arturene Maria Lino; Cancio, Marisa Damato; da Silva, Adilson David published an article in 2012, the title of the article was Synthesis and biological evaluation of some 6-substituted purines [Erratum to document cited in CA147:052743].Application In Synthesis 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:

On page 530, the Abstract contained full citations instead of references numbers; the reference numbers are [11] and [12]. 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 erratum purine alkylthio preparation antileishmanial, cytotoxicity leishmania alkylthiopurine derivative erratum, Biomolecules and Their Synthetic Analogs: Others, Including Purines, Pyrimidine Nucleic Acid Bases, Flavins, Lignans 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

On January 1, 2014, Stoltz, Kristen L.; Alba, Andrea-Nekane R.; McDonald, Frank E.; Wieliczko, Marika B.; Bacsa, John 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 Iodoetherification of Conformationally Restricted Dienyl Alcohols: Unexpected Formation of Oxocenes by 8-endo-Mode Oxacyclizations. And the article contained the following:

The synthesis of oxocenes I [R = H, (S)-Me, (R)-Me] via iodine-promoted 8-endo-mode oxacyclization from conformationally restricted dienyl alcs. was described. The unsaturated oxocane II was also prepared similarly. 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 alkenyl alc preparation iodine oxacyclization, oxocene preparation diastereoselective regioselective, Biomolecules and Their Synthetic Analogs: Others, Including Purines, Pyrimidine Nucleic Acid Bases, Flavins, Lignans 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

On January 11, 2010, Ghosal, Partha; Kumar, Vikas; Shaw, Arun K. published an article.Category: dioxole The title of the article was A chiron approach to the total synthesis of cytotoxic (+)-muricatacin and (+)-5-epi-muricatacin from D-ribose. And the article contained the following:

A chiron approach strategy toward the total synthesis of (+)-muricatacin [5-[(1S)-1-hydroxytridecyl]-(5S)-2(3H)-dihydrofuranone] and (+)-5-epi-muricatacin starting from com. available and inexpensive D-ribose through the key intermediate (S)-5-((R)-1-hydroxyallyl)furan-2(5H)-one has been disclosed. 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).Category: dioxole

The Article related to muricatacin total synthesis chiron ribose cross metathesis, Biomolecules and Their Synthetic Analogs: Others, Including Purines, Pyrimidine Nucleic Acid Bases, Flavins, Lignans and other aspects.Category: dioxole

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

On May 3, 2022, Gao, Yangguang; Deng, Changxuan; Yang, Jie; Lu, Wangting published a patent.Application of 38838-06-1 The title of the patent was Preparation of natural alpha-glucosidase inhibitor Penasulfate A. And the patent contained the following:

The present invention relates to preparation of natural α-glucosidase inhibitor Penasulfate A. In particular, the preparation method comprises of following steps: (1) obtaining compound 6, compound 7 and compound 3 resp.; subjecting compound 6 and 7 to Suzuki coupling reaction to obtain compound 4; the compound 4 and compound 3 are subjected to a first olefin metathesis reaction under the action of a first preset catalyst to obtain compound 16; the compound 16 is further subjected to a first hydrogenation reduction reaction to obtain compound 2 and a methanol solution of acetyl chloride; deprotection reaction of the compound 2 and the methanol solution of acetyl chloride, followed by sulfonylation and pH adjustment, to obtain a natural α-glucosidase inhibitor Penasulfate A that can be produced on a large scale. The inventive method requires only need ten steps, the steps and time required for the reaction are greatly shortened, and the large-scale production of Penasulfate A can be realized. 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 penasulfate a synthesis alpha glucosidase inhibitor, Biomolecules and Their Synthetic Analogs: Others, Including Purines, Pyrimidine Nucleic Acid Bases, Flavins, Lignans and other aspects.Application of 38838-06-1

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

On July 17, 2012, Prasad, Kavirayani R.; Revu, Omkar 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 Total synthesis of (+)-cladospolide A. And the article contained the following:

A stereoselective total synthesis of (+)-cladospolide A from D-ribose was described. Key features of the synthesis include olefin cross-metathesis and Yamaguchi lactonization. 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 cladospolide a stereoselective total synthesis, Biomolecules and Their Synthetic Analogs: Others, Including Purines, Pyrimidine Nucleic Acid Bases, Flavins, Lignans 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 April 30, 2007, Braga, Fernanda Gambogi; Coimbra, Elaine Soares; Matos, Magnum de Oliveira; Lino Carmo, Arturene Maria; Cancio, Marisa Damato; da Silva, Adilson David published an article.Application of 38838-06-1 The title of the article was Synthesis and biological evaluation of some 6-substituted purines. And the article contained the following:

We report herein the synthesis and the in vitro antileishmanial evaluation of a series of 6-substituted purines. The most active compounds against Leishmania amazonensis promastigotes were 6-(3′-chloropropylthio)purine [I; R = CH2CH2CH2Cl; (D.A. Benson, I. Karsch-Mizrachi, D.J. Lipman, J. Ostell, B.A. Rapp, D.L. Wheeler, Genbank. Nucleic Acids Res. 28 (2000) 15-18; E.V. Aleksandrova, P.M.I.E. Valashek, J. Med. Pharm. Chem. 35 (2001) 172-173)], 6-(3′-(thioethylamine)propylthio)purine [I; R = CH2CH2CH2SCH2CH2NH2], 6-(α-aceticacidthio)purine [I; R = CH2CO2H] and 6-(6′-deoxy-1′-O-methyl-β-D-ribofuranose)purine [I; R = R’] with an IC50 = 50, 50, 39 and 29 μM, 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).Application of 38838-06-1

The Article related to purine alkylthio preparation antileishmanial, cytotoxicity leishmania alkylthiopurine derivative, Biomolecules and Their Synthetic Analogs: Others, Including Purines, Pyrimidine Nucleic Acid Bases, Flavins, Lignans and other aspects.Application of 38838-06-1

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