Category: 5455-94-7

Rhee, Sung W.; DeGraw, Joseph I.; Kaegi, Heinz H. published the artcile< Synthesis of a new class of retinoid, tritium-labeled TTNPB [(E)-4-[2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl]benzoic acid] with a high specific activity>, SDS of cas: 5455-94-7, the main research area is retinoidal benzoic acid tritium labeled; naphthalenylpropenylbenzoic acid retinoid tritium labeled.

The labeled retinoidal benzoic acid I was prepared starting with C6H6 and furanone II via catalytic tritiation of dihydronaphthalene III.

Journal of Labelled Compounds and Radiopharmaceuticals published new progress about 5455-94-7. 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, SDS of cas: 5455-94-7.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Anteunis, M.; Vandewalle, M. published the artcile< Long-range phenomena. XII. Organic mass spectrometry. VII. Enolization in 3-oxotetrahydrofuran. PMR and MS study>, Electric Literature of 5455-94-7, the main research area is PMR oxotetrahydrofuran enolization; mass spectra oxotetrahydrofuran enolization.

A PMR study shows extensive enolization in the 3-oxotetrahydrofurans with branched substitution at C-5. Next to classical M-mode long range couplings, non-planar (non-classical) long range couplings, J(2,4) and J(2,5) are common features. The 3-oxotetrahydrofuran ring is easily changed conformationally, which is reflected by changes in vicinal and long range coupling values. The mass spectra of the keto- and enol mols. show different fragmentation patterns. The expulsion of an alkane moiety, directly from the molecular ion (M+), is observed for the enol form. Mass spectrometry allows easy characterization of C-2 or C-5-substituted 3-oxotetrahydrofurans.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy published new progress about Mass spectra. 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, Electric Literature of 5455-94-7.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Chen, Jianzhong; Zhang, Zhenfeng; Li, Bowen; Li, Feilong; Wang, Yulin; Zhao, Min; Gridnev, Ilya D.; Imamoto, Tsuneo; Zhang, Wanbin published the artcile< Pd(OAc)2-catalyzed asymmetric hydrogenation of sterically hindered N-tosylimines>, Recommanded Product: 2,2,5,5-Tetramethyldihydrofuran-3(2H)-one, the main research area is tosylamine preparation enantioselective; tosylimine preparation hydrogenation palladium catalyst.

An efficient palladium acetate (an inexpensive Pd salt with low toxicity) catalyzed asym. hydrogenation of sterically hindered N-tosylimines RC(R1)=NS(O)2R2 (R = t-Bu, 1-methoxycyclohexyl, adamantan-1-yl, etc.; R1 = Ph, 2H-1,3-benzodioxol-5-yl, Me, etc.; R2 = Ph, Me, 4-FC6H4, etc.), (E)-N-(2,2-Dimethylcyclopentylidene)-4-methylbenzenesulfonamide and (E)-4-Methyl-N-(2,2,5,5-tetramethyldihydrofuran-3(2H)-ylidene)benzenesulfonamide is realized with high catalytic activities (S/C up to 5000) and excellent enantioselectivities (ee up to 99.9%). Quantum chem. calculations suggest that uniformly high enantioselectivities are observed due to the structurally different S- and R-reaction pathways.

Nature Communications published new progress about Amines, chiral Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (tosyl). 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, Recommanded Product: 2,2,5,5-Tetramethyldihydrofuran-3(2H)-one.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Zhang, Lin; Badea, Beth Ann; Enyeart, Debra; Berger, Elaine M.; Mais, Dale E.; Boehm, Marcus F. published the artcile< Synthesis of isotopically labeled 4-[1-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthyl)ethenyl]benzoic acid (LGD1069), a potent retinoid X receptor-selective Ligand>, Reference of 5455-94-7, the main research area is isotopically labeled retinoid preparation binding receptor; benzoic acid naphthylethenyl preparation binding receptor; naphthylethenylbenzoic acid preparation binding receptor.

LGD1069, 4-[1-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthyl)ethenyl]benzoic acid, is the first retinoid X receptor (RXR)-selective retinoid to enter clin. trials for treatment of dermatol. diseases and cancer. In order to exam. biol. properties such as receptor binding, metabolism and bioavailability, [13C]-, [14C]-, and [3H]-labeled LGD1069 is required. Herein, the authors describe synthetic methods for preparing isotopically labeled homologs of LGD1069 and [3H]-9-cis-retinoic acid with RXR active retinoids. The final radiolabeled products, [6,7-3H]-LGD1069 and 3-[14C]-LGD1069 have specific activities of 56 Ci/mmol and 49 mCi/mmol, resp. Radiochem. purities are 99.5% for [6,7-3H]-LGD1069 and 99.0% for 3-[14C]-LGD1069. The chem. purity is 99.0% for 3-[13CD3]-LGD1069. Competition binding studies with known retinoids show similar Kd values when either [6,7-32H]-LGD1069 or [3H]-9-cis-retinoic acid as the radioligand.

Journal of Labelled Compounds & Radiopharmaceuticals published new progress about Receptors Role: BSU (Biological Study, Unclassified), BUU (Biological Use, Unclassified), BIOL (Biological Study), USES (Uses). 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, Reference of 5455-94-7.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Harrison, Carrie-Ann; Jackson, P. Mark; Moody, Christopher J.; Williams, Jonathan M. J. published the artcile< Cyclopenta[b]indoles. Part 2. Model studies towards the tremorgenic mycotoxins>, Reference of 5455-94-7, the main research area is cyclopentaindole; tremorgenic mycotoxin cyclopentindole.

The 7-bromocyclopenta[b]indole I has been converted into the hydroxybutenyl derivatives and a tetrahydrofuranylidene derivative in model studies towards the elaboration of paspalitrem and lolitrem type side chains. In a parallel approach, the cyclopentapyrrole II was converted into the fused α-pyrone III which acted as a pyrrole-2,3-quinodimethane, and underwent Diels-Alder reaction to give, after loss of carbon dioxide, the cyclopentaindoles, e.g. IV.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry published new progress about Indole alkaloids Role: SPN (Synthetic Preparation), PREP (Preparation). 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, Reference of 5455-94-7.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Nazarski, Ryszard B. published the artcile< Physical image vs structure relation: part 12 - structure of 2,2,5,5-tetramethyl-dihydro-furan-3-one oxime and its protonated forms through isomerization and NMR spectra>, Safety of 2,2,5,5-Tetramethyldihydrofuran-3(2H)-one, the main research area is structure methyldihydrofuranone oxime protonated form thermal isomerization NMR GIAO.

The study of an isomeric A/B mixture of the title oxime 1, by photolytic or thermal E,Z-isomerization and NMR measurement including 1H{1H}-NOE difference spectra, led to assignment of the E configuration to its predominating form A. The 1H/13C data were interpreted in terms of steric overcrowding of both forms, especially of the thermolabile photoproduct B. Four classical (empirical) NMR methods of elucidating the oxime geometry were critically tested on these results. Unexpected vapor-phase photoconversion A→B in the window glass-filtered solar UV and spectroscopic findings on their protonated states were discussed, as well. The kinetically controlled formation of the N-protonated species (Z)-5+ was proved exptl. In addition, some 1H NMR assignments reported for structurally similar systems were rationalized (3 and 4) or revised (1 and 7-9) with the GIAO-DFT(B3LYP) and/or GIAO-HF calculational results.

Journal of Physical Organic Chemistry published new progress about Cis-trans thermal isomerization. 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, Safety of 2,2,5,5-Tetramethyldihydrofuran-3(2H)-one.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Netto-Ferreira, J. C.; Wintgens, V.; Scaiano, J. C. published the artcile< Lifetimes of biradicals produced in the Norrish Type I reaction of methyl-substituted 2-tetralones>, Application of C8H14O2, the main research area is Norrish photolysis biradical lifetime tetralone.

The Norrish Type I biradicals derived from 2-tetralones decay by a competition of recyclization to the starting material, intramol. disproportionation to yield aldehydes and decarbonylation. The last path is only favored in the case of 3,3-dimethylated derivatives while, in the other extreme, the parent 2-tetralone is essentially photostable. The biradical lifetimes are around 140 ns in benzene and 40 ns or less in nonaromatic solvents; they show little sensitivity to the solvent polarity and hydrogen bonding ability. The remarkable stabilization of the biradical in benzene is probably due to specific interactions between the acyl center in the biradical and benzene, since similar effects have not been observed in other biradicals.

Journal of Photochemistry and Photobiology, A: Chemistry published new progress about Biradicals Role: RCT (Reactant), RACT (Reactant or Reagent). 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, Application of C8H14O2.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Wappes, Ethan A.; Vanitcha, Avassaya; Nagib, David A. published the artcile< β C-H di-halogenation via iterative hydrogen atom transfer>, Name: 2,2,5,5-Tetramethyldihydrofuran-3(2H)-one, the main research area is geminal dihalide regioselective preparation; imidate preparation photochem tandem dihalogenation hydrogen transfer.

A radical relay strategy for mono- and di-halogenation (iodination, bromination, and chlorination) of sp3 C-H bonds was developed. This is the first example of β C-H di-halogenation is achieved through sequential C-H abstraction by iterative, hydrogen atom transfer (HAT). A double C-H functionalization was enabled by in-situ generated imidate radicals, which facilitate selective N to C radical translocation and tunable C-X termination. The versatile, geminal di-iodide products were further elaborated to β ketones and vinyl iodides. Mechanistic experiments explained the unique di-functionalization selectivity of this iterative HAT pathway, wherein the second C-H iodination is twice as fast as the first.

Chemical Science published new progress about Aliphatic alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, Name: 2,2,5,5-Tetramethyldihydrofuran-3(2H)-one.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Bennett, Gregory B.; Houlihan, William J.; Mason, Robert B.; Engstrom, Robert G. published the artcile< Synthesis and biological evaluation of substituted 2,2'-oxybis(propionic acid) derivatives and related compounds>, Application In Synthesis of 5455-94-7, the main research area is hypolipidemic oxybispropionic acid derivative; propionic acid derivative hypolipidemic; furan derivative hypolipidemic.

A series of 2,2′-oxybis(propionic acid) derivatives, cyclic imides, and other analogs was prepared and hypolipidemic activity measured. The lipid-lowering activity of various 2,2,5,5-tetrasubstituted furan derivatives was also measured. No significant hypolipidemic activity was observed Structure-activity relationships are discussed.

Journal of Medicinal Chemistry published new progress about Lipids Role: BIOL (Biological Study). 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, Application In Synthesis of 5455-94-7.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Harrison, Carrie-Ann; Jackson, P. Mark; Moody, Christopher J.; Williams, Jonathan M. J. published the artcile< Cyclopenta[b]indoles. Part 2. Model studies towards the tremorgenic mycotoxins>, Recommanded Product: 2,2,5,5-Tetramethyldihydrofuran-3(2H)-one, the main research area is cyclopentaindole; tremorgenic mycotoxin cyclopentindole.

The 7-bromocyclopenta[b]indole I has been converted into the hydroxybutenyl derivatives and a tetrahydrofuranylidene derivative in model studies towards the elaboration of paspalitrem and lolitrem type side chains. In a parallel approach, the cyclopentapyrrole II was converted into the fused α-pyrone III which acted as a pyrrole-2,3-quinodimethane, and underwent Diels-Alder reaction to give, after loss of carbon dioxide, the cyclopentaindoles, e.g. IV.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry published new progress about Indole alkaloids Role: SPN (Synthetic Preparation), PREP (Preparation). 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, Recommanded Product: 2,2,5,5-Tetramethyldihydrofuran-3(2H)-one.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem