Month: October 2022

Malysheva, Yulia B.; Combes, Sebastien; Fedorov, Alexey Yu.; Knochel, Paul; Gavryushin, Andrei E. published the artcile< New method of synthesis and biological evaluation of some combretastatin A-4 analogues>, Formula: C12H16BrNO2, the main research area is combretastatin A4 analog stereoselective preparation antitumor.

A series of novel combretastatin A-4 analogs was synthesized in 36-64% yields by Negishi cross-coupling reaction under mild conditions. The prepared compounds exhibit good cytotoxicity against HBL100 epithelial cell lines (IC50 = 0.022-10.31 μM).

Synlett published new progress about Antitumor agents. 639520-70-0 belongs to class bromides-buliding-blocks, and the molecular formula is C12H16BrNO2, Formula: C12H16BrNO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Suzaki, Yuji; Abe, Tomoko; Takei, Asami; Fukuchi, Yugo; Koizumi, Take-aki; Osakada, Kohtaro; Horie, Masaki published the artcile< Ferrocene-Containing Pseudorotaxanes in Crystals: Aromatic Interactions with Hammett Correlation>, Safety of 4-Bromobenzylamine, the main research area is ferrocene pseudorotaxane crystal structure aromatic interaction Hammett correlation; Hammett constants; aromatic interaction; crystal structure; pseudorotaxane.

Single crystals of pseudorotaxanes, [(FcCH2NH2CH2Ar)(DB24C8)][PF6] (DB24C8 = dibenzo[24]crown-8, Fc = Fe(C5H4)(C5H5), Ar = -C6H3-3,4-Cl2, -C6H3-3,4-F2, -C6H4-4-F, -C6H4-4-Cl, -C6H4-4-Br, -C6H3-3-F-4-Me, -C6H4-4-I) and [(FcCH2NH2CH2C6H4-4-Me)(DB24C8)][Ni(dmit)2] (dmit = 1,3-dithiole-2,4,5-dithiolate), were obtained from solutions containing DB24C8 and ferrocenylmethyl(arylmethyl)ammonium. X-ray crystallog. analyses of the pseudorotaxanes revealed that the aryl ring of the axle moiety and the catechol ring of the macrocyclic component were at close centroid distances and parallel or tilted orientation. The structures with parallel aromatic rings showed correlation of the distances between the centroids to Hammett substituent constants of the aryl groups.

Molecules published new progress about Aromatic compounds Role: PRP (Properties) (interaction). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Safety of 4-Bromobenzylamine.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ohkanda, Junko; Strickland, Corey L.; Blaskovich, Michelle A.; Carrico, Dora; Lockman, Jeffrey W.; Vogt, Andreas; Bucher, Cynthia J.; Sun, Jiazhi; Qian, Yimin; Knowles, David; Pusateri, Erin E.; Sebti, Said M.; Hamilton, Andrew D. published the artcile< Structure-based design of imidazole-containing peptidomimetic inhibitors of protein farnesyltransferase>, SDS of cas: 16426-64-5, the main research area is structure design imidazole peptidomimetic inhibitor protein farnesyltransferase antitumor; Suzuki coupling imidazole peptidomimetic inhibitor protein farnesyltransferase antitumor.

A series of imidazole-containing peptidomimetic PFTase inhibitors and their co-crystal structures bound to PFTase and FPP are reported. The structures reveal that the peptidomimetics adopt a similar conformation to that of the extended CVIM tetrapeptide, with the imidazole group coordinating to the catalytic zinc ion. Both mono- and bis-imidazole-containing derivatives, 13 and 16, showed remarkably high enzyme inhibition activity against PFTase in vitro with IC50 values of 0.86 and 1.7 nM, resp. The peptidomimetics were also highly selective for PFTase over PGGTase-I both in vitro and in intact cells. In addition, peptidomimetics 13 and 16 were found to suppress tumor growth in nude mouse xenograft models with no gross toxicity at a daily dose of 25 mg·kg-1.

Organic & Biomolecular Chemistry published new progress about Antitumor agents. 16426-64-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrNO4, SDS of cas: 16426-64-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Brown, Hilary M.; Doppalapudi, Karan R.; Fedick, Patrick W. published the artcile< Accelerated synthesis of energetic precursor cage compounds using confined volume systems>, Category: bromides-buliding-blocks, the main research area is glyoxal benzylamine hexabenzylhexaazaisowurtzitane microdroplet.

Confined volume systems, such as microdroplets, Leidenfrost droplets, or thin films, can accelerate chem. reactions. Acceleration occurs due to the evaporation of solvent, the increase in reactant concentration, and the higher surface-to-volume ratios amongst other phenomena. Performing reactions in confined volume systems derived from mass spectrometry ionization sources or Leidenfrost droplets allows for reaction conditions to be changed quickly for rapid screening in a time efficient and cost-saving manner. Compared to solution phase reactions, confined volume systems also reduce waste by screening reaction conditions in smaller volumes prior to scaling. Herein, the condensation of glyoxal with benzylamine (BA) to form hexabenzylhexaazaisowurtzitane (HBIW), an intermediate to the highly desired energetic compound 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurtzitane (CL-20), was explored. Five confined volume systems were compared to evaluate which technique was ideal for forming this complex cage structure. Substituted amines were also explored as BA replacements to screen alternative cage structure intermediates and evaluate how these accelerated techniques could apply to novel reactions, discover alternative reagents to form the cage compound, and improve synthetic routes for the preparation of CL-20. Ultimately, reaction acceleration is ideal for predicting the success of novel reactions prior to scaling up and determining if the expected products form, all while saving time and reducing costs. Acceleration factors and conversion ratios for each reaction were assessed by comparing the amount of product formed to the traditional bulk solution phase synthesis.

Scientific Reports published new progress about Acceleration. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hong, Bor-Cherng; Lin, Cheng-Wei; Liao, Wei-Kai; Lee, Gene-Hsiang published the artcile< Sequential Asymmetric Catalysis in Michael-Michael-Michael-Aldol Reactions: Merging Organocatalysis with Photoredox Catalysis in a One-Pot Enantioselective Synthesis of Highly Functionalized Decalines Bearing a Quaternary Carbon Stereocenter>, HPLC of Formula: 3893-18-3, the main research area is enantioselective synthesis decalin Michael Michael aldol organocatalyst photochem.

An expedited method has been developed for the enantioselective synthesis of highly functionalized decaline systems (e.g., I) containing seven contiguous stereogenic centers with high enantioselectivities (>99% ee). The one-pot methodol. comprises a cascade of organocatalytic double Michael-photocatalyzed Michael-aldol reactions of Et 2-bromo-6-formylhex-2-enoate, β-alkyl-α,β-unsaturated aldehydes, and α-alkyl-α,β-unsaturated aldehydes. The structure and absolute configuration of an appropriate product were confirmed by X-ray anal.

Organic Letters published new progress about Aldol addition. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, HPLC of Formula: 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Shen, Xiaoqiang; Jones, Gavin O.; Watson, Donald A.; Bhayana, Brijesh; Buchwald, Stephen L. published the artcile< Enantioselective Synthesis of Axially Chiral Biaryls by the Pd-Catalyzed Suzuki-Miyaura Reaction: Substrate Scope and Quantum Mechanical Investigations>, Reference of 16426-64-5, the main research area is enantioselective preparation axially chiral biaryl; palladium catalyzed Suzuki Miyaura substrate scope quantum mech crystallog.

The authors report efficient syntheses of axially chiral biaryl amides in yields ranging from 80-92%, and with enantioselectivity in the range 88-94% ee employing an asym. Suzuki-Miyaura process with Pd(OAc)2 and KenPhos as ligand. Electron-rich and electron-deficient o-halobenzamides can be efficiently coupled with 2-methyl-1-naphthylboronic acid and 2-ethoxy-1-naphthylboronic acid. The yields and selectivities of the reactions are independent of the nature of halogen substituent on the benzamide coupling partner. Studies demonstrate that axially chiral heterocyclic and biphenyl compounds can also be synthesized with this methodol. The authors also report computational studies used to determine the origin of stereoselectivity during the selectivity-determining reductive elimination step of the related coupling of tolylboronic acid with naphthylphosphonate bromide that was reported in a previous publication. The stereoselectivity arises from a combination of weak -(C)H··O interactions as well as steric interactions between the tolyl and naphthylphosphonate addends in the transition state for C-C coupling.

Journal of the American Chemical Society published new progress about Amides Role: PEP (Physical, Engineering or Chemical Process), RCT (Reactant), PROC (Process), RACT (Reactant or Reagent). 16426-64-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrNO4, Reference of 16426-64-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Shaofei; Vayer, Marie; Noel, Florent; Vukovic, Vuk D.; Golushko, Andrei; Rezajooei, Nazanin; Rowley, Christopher N.; Leboeuf, David; Moran, Joseph published the artcile< Unlocking the Friedel-Crafts arylation of primary aliphatic alcohols and epoxides driven by hexafluoroisopropanol>, Reference of 576-83-0, the main research area is alc preparation regioselective; epoxide arene ring opening Friedel Crafts arylation Bronstedacid catalyst; arylethane preparation; aliphatic alc arene Friedel Crafts arylation Bronsted acid catalyst.

The limitations thar easily overcome using Bronsted acid catalysis in hexafluoroisopropanol (HFIP) as a solvent were reported. Electron-poor aromatic epoxides and aliphatic epoxides undergo stereospecific arylation to give alcs. RC(R1)(Ar)CH2OH/RCH(OH)CH(Ar)OH, and based on the reaction conditions, it can partake in a second nucleophilic substitution with a different arene ArH in one pot. Ph ethanols R3(CH2)2OH (R3 = Ph, 2,6-dichlorophenyl, 2,4,6-trimethylphenyl, etc.) react through a phenonium intermediate, whereas simple aliphatic alcs. e.g., cyclopentanol participate in a rare intermol. SN2 Friedel-Crafts process, delivering linear products e.g., 1,3,5-trimethyl-2-phenethylbenzene exclusively. In this work, an alternative to metal-catalyzed cross-couplings was provided for accessing important scaffolds, and widening the range of applications of the Friedel-Crafts reaction.

Chem published new progress about Aralkyl alcohols Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Reference of 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Xiao, Guiying; Xie, Chaochao; Guo, Qianling; Zi, Guofu; Hou, Guohua; Huang, Yuping published the artcile< Nickel-Catalyzed Asymmetric Hydrogenation of γ-Keto Acids, Esters, and Amides to Chiral γ-Lactones and γ-Hydroxy Acid Derivatives>, Synthetic Route of 401-78-5, the main research area is lactone preparation enantioselective; keto acid hydrogenation nickel catalyst; hydroxy ester preparation enantioselective; ketoester hydrogenation nickel catalyst; hydroxyamide preparation enantioselective; ketoamide hydrogenation nickel catalyst.

A highly efficient asym. hydrogenation of a series of γ-keto acid derivatives, including γ-keto acids RC(O)CH2CH2C(O)OH (R = Me, Ph, cyclopentyl, 3,4-dimethylphenyl, etc.), esters RC(O)CH2CH2C(O)OR1 (R1 = Me, Et, t-Bu), and amides RC(O)CH2CH2C(O)NR2R3 (R2 = H, Bn, iPr; R3 = H, iPr), using a Ni-(R,R)-QuinoxP* complex as the catalyst has been developed to afford chiral γ-hydroxy acid derivatives RCH(OH)CH2CH2C(O)OR1 and RCH(OH)CH2CH2C(O)NR2R3 with excellent enantioselectivities, up to 99.9% ee. This method provides not only an economical one-pot approach for the synthesis of chiral γ-lactones I but also access to (S)-norfluoxetine, an inhibitor of neural serotonin reuptake and an essential intermediate for pharmaceutical synthesis.

Organic Letters published new progress about Amides, hydroxy Role: SPN (Synthetic Preparation), PREP (Preparation). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Synthetic Route of 401-78-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sun, Huai-Ri; Zhao, Qingyang; Yang, Hui; Yang, Sen; Gou, Bo-Bo; Chen, Jie; Zhou, Ling published the artcile< Chiral Phosphoric-Acid-Catalyzed Cascade Prins Cyclization>, Electric Literature of 29124-57-0, the main research area is chiral phosphoric acid catalyst cascade Prins cyclization; trans fused pyrano furo tetrahydroquinoline stereoselective preparation; stereoselective cascade Prins cyclization quinone methide aminobenzaldehyde.

Asym. Prins cyclization of in situ generated quinone methides and o-aminobenzaldehyde has been developed with chiral phosphoric acid as an efficient catalyst. This unconventional method provides a facile access to diverse functionalized trans-fused pyrano-/furo-tetrahydroquinoline derivatives in excellent yield and with excellent diastereo- and enantioselectivities (up to 99% yield and 99% ee). Mechanistic studies suggested that the three adjacent tertiary stereocenters were constructed through the sequential formation of C-O, C-C, and C-N bonds.

Organic Letters published new progress about Diastereoselective synthesis. 29124-57-0 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO, Electric Literature of 29124-57-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Li, Huiqiong; Feng, Huangdi; Zhang, Jingxian; Van der Eycken, Erik V.; Huang, Liliang published the artcile< Synthetic Access to Secondary Propargylamines via a Copper-Catalyzed Oxidative Deamination/Alkynylation Cascade>, HPLC of Formula: 3959-07-7, the main research area is amine alkyne deaminative coupling alkynylation copper; secondary propargylamine preparation; copper deaminative coupling alkynylation catalyst.

A selective cascade reaction of primary amines and alkynes for the synthesis of the corresponding secondary propargylamines is described. This protocol proceeds with a CuBr2/TBHP system through a process of oxidative deamination of primary amines to imine and alkynylation, featuring a wide scope of substrates with good functional-group tolerance and operational simplicity. Addnl., the use of two different primary amines could also work smoothly using this protocol.

Journal of Organic Chemistry published new progress about Alkynes Role: RCT (Reactant), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, HPLC of Formula: 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary