Month: November 2022

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 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

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 February 5, 1992, Gilmore, Jeremy; Todd, Alec published a patent.Category: dioxole The title of the patent was Preparation of 5-[1-[(quinolylethenyl)benzyl]indol-7-yloxymethyl]tetrazoles and analogs as leukotriene antagonists. And the patent contained the following:

Title compounds [I; R = CR3R4C6H4YR5; R1 = H, halo, alkyl, alkoxy, etc.; R3, R4 = N, alkyl, (substituted) Ph, etc.; R5 = (substituted) heteroaryl; R6 = H, alkyl; 1 of R7, R8 = XR2 and the other = H; R2 = halo, cyano, CONH2, (protected) acid group, etc.; X = alkylene, oxyalkylene, etc.; Y = OCH2, CH2CH2, CH:CH, etc.] were prepared Thus, I (R1 = R6 = R8 = H) (II; R = H, R7 = OCH2CN) (preparation given) was condensed with quinolylethenylbenzyl chloride QCl and the product treated with Bu3SnN3 to give II (R = Q, R7 = 1H-tetrazol-5-ylmethoxy). I had pKb = 7-11 for dissociation of receptor inhibitor complexes in vitro. The experimental process involved the reaction of Methyl 3-(1,3-dioxolan-2-yl)benzoate(cas: 124038-36-4).Category: dioxole

The Article related to tetrazole quinolylethenylbenzylindolyloxymethyl preparation leukotriene antagonist, Heterocyclic Compounds (More Than One Hetero Atom): Other 5-Membered Rings, Two Or More Hetero Atoms and other aspects.Category: dioxole

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

On January 24, 2001, Alanine, Alexander; Buettelmann, Bernd; Heitz, Neidhart Marie-Paule; Jaeschke, Georg; Pinard, Emmanuel; Wyler, Rene published a patent.Application of 124038-36-4 The title of the patent was Triazole and imidazole derivatives, methods of preparation and use in treatment or prophylaxis of diseases caused by overactivation of respective NMDA receptor subtypes. And the patent contained the following:

The present invention relates to I wherein R1-R4 = H, CF3, OCF3, OCHF2, OCH2F, lower alkyl, lower alkoxy, halogen, hydroxy, Ph, benzyl, amino, nitro, pyrrol-1-yl, lower alkylsulfonyl, lower alkylthio, cyano or benzyloxy; or R2 and R3 may be together = O-(CH2)2-O-, -O-CH2-O-, -O-(CH2)2-, -(CH2)3- or CH:CH-CH:CH-; X = N:, imino with N possibly substituted, CH:; Y = -N:, :N-, imino with N possibly substituted, CH:; wherein one of X or Y has to be N; R5 = aminomethyl with N possibly substituted and to their pharmaceutically acceptable acid addition salts. The methods of preparation comprise cyclizing a carboxylic acid hydrazide with a benzenecarboximidamide hydrochloride or benzenecarboximidic acid ester to give a triazole; arylating a 4-iodo-2-phenylimidazole with a phenylboronic acid in the presence of Pd(PPh3)4 to give an imidazole; reducing II to the aminomethyl analog followed by di-N-alkylation using acyl chlorides and LiAlH4. These compounds may be used for the treatment or prophylaxis of diseases related to the N-methyl-D-aspartate (NMDA)-receptor-subtype selective blockers. Such diseases include acute forms of neurodegeneration caused, e.g., by stroke or brain trauma; chronic forms of neurodegeneration such as Alzheimer’s disease, Parkinson’s disease, Huntington’s disease or ALS (amyotrophic lateral sclerosis); neurodegeneration associated with bacterial or viral infections, and diseases such as schizophrenia, anxiety, depression and acute/chronic pain. 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 nmda receptor blocking triazole imidazole derivative preparation, glutamate receptor nmda binding blocking triazole imidazole derivative preparation, Heterocyclic Compounds (More Than One Hetero Atom): Other 5-Membered Rings, Two Or More Hetero Atoms and other aspects.Application of 124038-36-4

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

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 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 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 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 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