Tag: M.W=150-200

Kim, Seok-In; Chu, Feixia; Dueno, Eric E.; Jung, Kyung Woon published the artcile< Alkyl carbonates: efficient three component coupling of aliphatic alcohols, CO2, and alkyl halides in the presence of Cs2CO3>, HPLC of Formula: 617-55-0, the main research area is alkyl carbonate preparation; coupling aliphatic alc carbon dioxide halide; cesium coupling alc carbon dioxide halide.

A three-way coupling was performed using alcs., e.g., Ph(CH2)4OH, CO2, halides, e.g., n-BuBr, leading to the exclusive preparation of mixed alkyl carbonates, where the use of cesium bases was crucial due to the inherently enhanced nucleophilicities of the corresponding cesium alkoxides generated in situ from various aliphatic alcs. Primary and secondary alcs. were easily incorporated into CO2, which then reacted with with various halides including secondary bromides, which are usually resistant to alkylations due to eliminations. The procedures discussed were mild enough to avoid side reactions such as hydrolysis and transesterification, common in various O-alkylation methods in the presence of esters or the equivalent Therefore, chiral substrates encompassing α-hydroxy esters, susceptible to racemization, were also durable under the developed conditions.

Journal of Organic Chemistry published new progress about Aliphatic alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, HPLC of Formula: 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Rawal, Viresh H.; Cava, Michael P. published the artcile< Thermolytic removal of tert-butyloxycarbonyl (BOC) protecting group on indoles and pyrroles>, COA of Formula: C8H9NO3, the main research area is butyloxycarbonyl protective group thermolytic removal; pyrrole butoxycarbonyl thermal decomposition; indole butoxycarbonyl thermal deacylation.

The tert-butyloxycarbonyl (BOC) group on indoles and pyrroles can be removed cleanly and in high yield by simple thermolysis: no acid, base or solvent is required. Thus, heating I (R = Me3CO2C) at ∼180° gave 94% I (R = H).

Tetrahedron Letters published new progress about Deacylation. 7126-50-3 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO3, COA of Formula: C8H9NO3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Lorenz, Peter; Duckstein, Sarina; Conrad, Juergen; Knoedler, Matthias; Meyer, Ulrich; Stintzing, Florian C. published the artcile< An Approach to the Chemotaxonomic Differentiation of Two European Dog's Mercury Species: Mercurialis annua L. and M. perennis L.>, Reference of 617-55-0, the main research area is chemotaxonomy Mercurialis.

Mercurialis annua and M. perennis are medicinal plants used in complementary medicine. In the present work, anal. methods to allow a chemotaxonomic differentiation of M. annua and M. perennis by means of chem. marker compounds were established. In addition to previously published compounds, the exclusive presence of pyridine-3-carbonitrile and nicotinamide in CH2Cl2 extracts obtained from the herbal parts of M. annua was demonstrated by GC/MS. Notably, pyridine-3-carbonitrile was identified for the first time as a natural product. Further chromatog. separation of the CH2Cl2 extracts via polyamide yielded a MeOH fraction exhibiting a broad spectrum of side-chain saturated n-alkylresorcinols. While the n-alkylresorcinol pattern was similar for both plant species, some specific differences were observed for particular n-alkylresorcinol homologs. Finally, the investigation of H2O extracts by LC/MS/MS revealed the presence of depside constituents. Whereas, in M. perennis, a mixture of mercurialis acid (=(2R)-[(E)-caffeoyl]-2-oxoglutarate) and phaselic acid (=(E)-caffeoyl-2-malate) could be detected, in M. annua solely phaselic acid was found. By comparison with synthesized enantiomerically pure (2R)- and (2S)-phaselic acids, the configuration of the depside could be determined as (2S) in M. annua and as (2R) in M. perennis.

Chemistry & Biodiversity published new progress about Configuration. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Reference of 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Remuinan, M. J.; Pattenden, G. published the artcile< Total synthesis of (-)-pateamine, a novel polyene bis-macrolide with immunosuppressive activity from the sponge Mycale sp.>, Electric Literature of 617-55-0, the main research area is pateamine total synthesis.

A concise and convergent synthesis of the polyene thiazole-containing 19-membered bis-lactone (-)-pateamine is described. The synthesis features both the intra- and intermol. Stille sp2-sp2 coupling reactions to elaborate the E,Z-diene macrolide core and the side-chain all-E polyene portion of the natural product, and highlights the scope for enantiopure sulfinimine intermediates in the synthesis of chiral β-amino ester moieties in complex structures.

Tetrahedron Letters published new progress about Stille coupling reaction. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Electric Literature of 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Mohamed, Yasser Mahmoud A.; Attia, Yasser A. published the artcile< The influence of ultrasonic irradiation on catalytic performance of ZnO nanoparticles toward the synthesis of chiral 1-substituted-1H-tetrazole derivatives from α-amino acid ethyl esters>, Synthetic Route of 2743-40-0, the main research area is tetrazole preparation green chem enantioselective ultrasonic irradiation; amino acid ethyl ester triethyl orthoformate zinc oxide nanocatalyst.

In this work, a simple and greener protocol for the synthesis of 1-substituted 1H-tetrazole derived I (R = H, 2-methylpropyl, benzyl, 1H-indol-2-ylmethyl, etc.) from α-amino acid Et esters CH3CH2OC(O)CH(R)NH2.HCl was demonstrated in the presence of zinc oxide nanoparticles (ZnO NPs) under conventional conditions, with heating (at 60 and 80°C and under reflux) compared with ultrasonic. The effect of solvent was investigated to reveal that the solvent system CH3CN/H2O was optimum to obtain 1-substituted 1H-tetrazole I in high yield. In addition, the effect of irradiation power was studied, which showed that the yield of the reaction was improved at 200 W and the reaction time was shortened to be 30 min. Also, an improvement in the rate of the reaction and the yield of the products was observed when reactions were carried out under sonication conditions in the presence of ZnO NPs compared with conventional methods using various zinc salts as catalysts. The yields of tetrazole compounds I under sonication were determined (88-96%). Furthermore, the investigated heterogeneous catalytic system was recycled and reused for five runs with significant production of tetrazole I as a model target compound in excellent yields at each reaction cycle. In general, the investigated synthetic strategy for the heterocyclization of α-amino acid Et ester derivatives to 1-substituted 1H-tetrazoles I was in agreement with the green chem. point of view.

Applied Organometallic Chemistry published new progress about Amino acid esters Role: RCT (Reactant), RACT (Reactant or Reagent). 2743-40-0 belongs to class esters-buliding-blocks, and the molecular formula is C8H18ClNO2, Synthetic Route of 2743-40-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Yang, Shuang; Ma, Qing-yun; Huang, Sheng-zhuo; Dai, Hao-fu; Guo, Zhi-kai; Yu, Zhi-fang; Zhao, You-xing published the artcile< Chemical constituents from Ganoderma philippii>, Related Products of 617-55-0, the main research area is chem constituent Ganoderma philippii Ganodermataceae.

The chem. investigation on Ganoderma philippii led to the isolation of sixteen compounds by silica gel and Sephadex LH-20 column chromatog. On the basis of spectroscopic data analyses, their structures were elucidated as 2, 5-dihydroxyacetophenone(1), Me gentisate(2), (S)-di-Me malate(3), muurola-4, 10(14)-dien-11β-ol(4), dihydroepicubenol(5), 5-hydroxymethylfuran carboxaldehyde(6), ergosta-7, 22E-dien-3β-ol(7), ergosta-7, 22E-dien-3-one(8), ergosta-7, 22E-diene-2β, 3α, 9α-triol(9), 6β-methoxyergo-sta-7, 22E-dien-3β, 5α-diol(10), ergosta-4, 6, 8(14), 22E-tetraen-3-one(11), ergosta-4, 6, 8-(14), 22E-tetraen-3β-ol(12), 5α, 8α-epidioxy-ergosta-6, 22E-dien-3β-ol(13), 7α-methoxy-5α, 6α-epoxyergosta-8-(14), 22E-dien-3β-ol(14), ergosta-8, 22E-diene-3β, 5α, 6β, 7α-tetraol(15), and ergosta-5, 23-dien-3β-ol, acetate(16). All the compounds were obtained from this fungus for the first time, and compounds 4 and 5 were isolated from the Ganoderma genus for the first time.

Zhongguo Zhongyao Zazhi published new progress about Ganoderma philippi. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Related Products of 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Yang, Zeyu; Fu, Hengwei; Ye, Wenjie; Xie, Youyu; Liu, Qinghai; Wang, Hualei; Wei, Dongzhi published the artcile< Efficient asymmetric synthesis of chiral alcohols using high 2-propanol tolerance alcohol dehydrogenase SmADH2 via an environmentally friendly TBCR system>, Electric Literature of 94-02-0, the main research area is asym synthesis chiral alc propanol oxidation alc dehydrogenase; thermostatic bubble column reactor system alc dehydrogenase ketone reduction.

Alc. dehydrogenases (ADHs) together with the economical substrate-coupled cofactor regeneration system play a pivotal role in the asym. synthesis of chiral alcs.; however, severe challenges concerning the poor tolerance of enzymes to 2-propanol and the adverse effects of the byproduct, acetone, limit its applications, causing this strategy to lapse. Herein, a novel ADH gene smadh2 was identified from Stenotrophomonas maltophilia by traditional genome mining technol. The gene was cloned into Escherichia coli cells and then expressed to yield SmADH2. SmADH2 has a broad substrate spectrum and exhibits excellent tolerance and superb activity to 2-propanol even at 10.5 M (80%, volume/volume) concentration Moreover, a new thermostatic bubble column reactor (TBCR) system is successfully designed to alleviate the inhibition of the byproduct acetone by gas flow and continuously supplement 2-propanol. The organic waste can be simultaneously recovered for the purpose of green synthesis. In the sustainable system, structurally diverse chiral alcs. are synthesized at a high substrate loading (>150 g L-1) without adding external coenzymes. Among these, about 780 g L-1 (6 M) Et acetoacetate is completely converted into Et (R)-3-hydroxybutyrate in only 2.5 h with 99.9% ee and 7488 g L-1 d-1 space-time yield. Mol. dynamics simulation results shed light on the high catalytic activity toward the substrate. Therefore, the high 2-propanol tolerance SmADH2 with the TBCR system proves to be a potent biocatalytic strategy for the synthesis of chiral alcs. on an industrial scale.

Catalysis Science & Technology published new progress about Alcohols, chiral Role: BPN (Biosynthetic Preparation), BIOL (Biological Study), PREP (Preparation). 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, Electric Literature of 94-02-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Theoclitou, Maria-Elena; Aquila, Brian; Block, Michael H.; Brassil, Patrick J.; Castriotta, Lillian; Code, Erin; Collins, Michael P.; Davies, Audrey M.; Deegan, Tracy; Ezhuthachan, Jayachandran; Filla, Sandra; Freed, Ellen; Hu, Haiqing; Huszar, Dennis; Jayaraman, Muthusamy; Lawson, Deborah; Lewis, Paula M.; Nadella, Murali V. P.; Oza, Vibha; Padmanilayam, Maniyan; Pontz, Timothy; Ronco, Lucienne; Russell, Daniel; Whitston, David; Zheng, Xiaolan published the artcile< Discovery of (+)-N-(3-Aminopropyl)-N-[1-(5-benzyl-3-methyl-4-oxo-[1,2]thiazolo[5,4-d]pyrimidin-6-yl)-2-methylpropyl]-4-methylbenzamide (AZD4877), a Kinesin Spindle Protein Inhibitor and Potential Anticancer Agent>, Category: esters-buliding-blocks, the main research area is thiazolopyrimidine thienopyrimidine aroylaminoalkyl aminopropyl kinesin spindle protein inhibitor anticancer; pyridopyrimidine pyrrolopyrimidine pyridopyrimidine aroylaminoalkyl aminopropyl kinesin spindle protein inhibitor.

Structure-activity relationship anal. identified (+)-N-(3-aminopropyl)-N-[1-(5-benzyl-3-methyl-4-oxo-[1,2]thiazolo[5,4-d]pyrimidin-6-yl)-2-methylpropyl]-4-methylbenzamide (AZD4877), from a series of novel kinesin spindle protein (KSP) inhibitors, as exhibiting both excellent biochem. potency and pharmaceutical properties suitable for clin. development. The selected compound arrested cells in mitosis leading to the formation of the monopolar spindle phenotype characteristic of KSP inhibition and induction of cellular death. A favorable pharmacokinetic profile and notable in vivo efficacy supported the selection of this compound as a clin. candidate for the treatment of cancer.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 252932-48-2 belongs to class esters-buliding-blocks, and the molecular formula is C7H10N2O2, Category: esters-buliding-blocks.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Chung, Sung Kee; Chang, Ki Seog; Kim, Byoung Eog; Ryu, Sung Ho published the artcile< Synthetic and biological studies of phospholipid derivatives as inhibitors of phospholipases>, HPLC of Formula: 617-55-0, the main research area is glycophospholipid preparation phospholipase inhibitor; aminoglycophospholipid preparation phospholipase inhibitor.

Glycophospholipids, e.g. I, were prepared and their phospholipase inhibitory activities were tested.

Korean Journal of Medicinal Chemistry published new progress about Glycophospholipids Role: SPN (Synthetic Preparation), PREP (Preparation). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, HPLC of Formula: 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Wenkert, Ernest; Sprague, P. W.; Webb, R. L. published the artcile< General methods of synthesis of indole alkaloids. XII. Synthesis of dl-18,19-dihydroantirhine and methyl demethylilludinate>, Recommanded Product: Methyl 4-methylnicotinate, the main research area is indole alkaloid; illudinininate demethyl; antirhine dihydro; pyridine alkaloid; demethylilludinininate methyl; dihydroantirhine.

Methyl nicotinate I (R = R1 = H) was condensed with MeCHO to give I (RR1 = MeCH:) and with 3,3-dimethylcyclopentanone to give I, (RR1 = 3,3-dimethylcyclopentylidene). Reduction, and oxidation of the I (RR1 = MeCH:) led to lactone II and thence in 3 steps to an antirhine derivative (±)III. Esterification and cyclization of I (RR1 = 3,3-dimethylcyclopentylidene) afforded an illudinine derivative IV.

Journal of Organic Chemistry published new progress about Alkaloids. 33402-75-4 belongs to class esters-buliding-blocks, and the molecular formula is C8H9NO2, Recommanded Product: Methyl 4-methylnicotinate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics