Day: April 18, 2022

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Liang, Xiao; Jiang, Shi-Zhi; Wei, Kun; Yang, Yu-Rong researched the compound: 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine( cas:1265884-98-7 ).SDS of cas: 1265884-98-7.They published the article 《Enantioselective Total Synthesis of (-)-Alstoscholarisine A》 about this compound( cas:1265884-98-7 ) in Journal of the American Chemical Society. Keywords: alstoscholarisine A enantioselective total synthesis Friedel Crafts iridium catalyst; tandem addition aldol enantioselective total synthesis alstoscholarisine A; reductive amination cyclization total synthesis alstoscholarisine A. We’ll tell you more about this compound (cas:1265884-98-7).

We report a concise and highly enantioselective total synthesis of (-)-alstoscholarisine A (I), a recently isolated monoterpenoid indole alkaloid that has significant bioactivity in promoting adult neuronal stem cells proliferation. A highly enantioselective (99% ee), intramol. Ir-catalyzed Friedel-Crafts alkylation of indole II with a secondary allylic alc. was utilized to establish the first stereogenic center upon which the other three contiguous chiral centers were readily set by a highly stereoselective tandem 1,4-addition and aldol reaction. The key tetrahydropyran was constructed through a hemiacetal reduction, and the final aminal bridge was forged by a one-pot reductive amination/cyclization. The conciseness of this approach was highlighted by building core bonds in each step with a minimalist protecting group strategy.

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

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Copper-Catalyzed Regio- and Diastereoselective Additions of Boron-Stabilized Carbanions to Heteroarenium Salts: Synthesis of Azaheterocycles Containing Contiguous Stereocenters, published in 2021-01-01, which mentions a compound: 455-70-9, mainly applied to nonaromatic nitrogen heterocycle preparation diastereoselective addition boron carbanion heteroarenium, Electric Literature of C7H6FNO2.

Nucleophilic addition of diborylalkyl reagents to N-alkyl or N-acylpyridinium and related heteroarenium salts has been developed as a key step for the synthesis of nonaromatic nitrogen heterocycles that contain contiguous stereogenic centers. Derivatization of the dihydropyridine products for the synthesis of tetrahydropyridines and piperidines have also been described.

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1,3-Benzodioxole – Wikipedia,
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Application of 707-61-9. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide, is researched, Molecular C11H13OP, CAS is 707-61-9, about Synthesis and in vitro evaluation of 2,3-dibromo-3-methyl-1-phenylphospholane 1-oxide for potential anti-proliferative effects.

A novel phospha sugar analog, 2,3-dibromo-3-methyl-1-phenylphosphotane 1-oxide (DBMPP), was prepared from 1-phenyl-3-methyl-2-phospholene1-oxide and evaluated by in vitro MTT method for leukemia cells and microscopic observations for solid tumor cells, e.g., stomach cancer cells. The evaluation revealed clearly that the synthesized phospha sugar analog DBMPP has competent potentials and excellent anti-cancer activities that killed selectively and specifically the leukemia cells of cell lines of K562 and U937 but did not give any damages on healthy leukocyte. Moreover, it was revealed that DBMPP killed solid cancer cells such as stomach cancer cells and melanoma of cell lines of MKN45 and G361. Therefore, DBMPP should exert anti-proliferative effects for different kinds of tumor cells based on the in vitro evaluations. The cell cycle analyses by flow cytometry for K562 and U937 cells clearly demonstrated that the mechanism of the anti-proliferative effect on the human tumor cells is apoptosis induced by DBMPP.

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

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Molecules called Efficient synthesis of α-branched purine-based acyclic nucleosides: scopes and limitations of the method, Author is Frydrych, Jan; Slaveetinska, Lenka Postova; Draccinsky, Martin; Janeba, Zlatko, which mentions a compound: 4360-63-8, SMILESS is BrCC1OCCO1, Molecular C4H7BrO2, Related Products of 4360-63-8.

An efficient route to acylated acyclic nucleosides containing a branched hemiaminal ether moiety was reported via three-component alkylation of N-heterocycle (purine nucleobase) with acetal (cyclic or acyclic, variously branched) and anhydride (preferentially acetic anhydride). The procedure employed cheap and easily available acetals, acetic anhydride, and trimethylsilyl trifluoromethanesulfonate (TMSOTf). The multi-component reaction was carried out in acetonitrile at room temperature for 15 min and provides moderate to high yields (up to 88%) of diverse acyclonucleosides branched at the aliphatic side chain. The procedure exhibited a broad substrate scope of N-heterocycles and acetals, and, in the case of purine derivatives, also excellent regioselectivity, giving almost exclusively N-9 isomers.

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

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Construction of thioamide peptide via sulfur-involved amino acids/amino aldehydes coupling, published in 2021-11-19, which mentions a compound: 7524-52-9, Name is H-Trp-OMe.HCl, Molecular C12H15ClN2O2, Application In Synthesis of H-Trp-OMe.HCl.

A sulfur-involved ligation for thioamide quasi-peptides was developed via amino acids and amino aldehydes coupling. The key to the transformation was the chelation of copper with imines for chiral activation and fixation. In this environment, linear polysulfur decreased the alkalinity of single sulfur anions to prevent racemization caused by the interaction between sulfur and sodium sulfide. Dipeptides, tripeptides, tetrapeptides, and the linkage between the drug and amino acids were successfully obtained.

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

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide(SMILESS: CC1=CP(CC1)(C2=CC=CC=C2)=O,cas:707-61-9) is researched.Synthetic Route of C4H7BrO2. The article 《Structure of isoprene-phenylphosphonous dihalide cyclo-adducts》 in relation to this compound, is published in Chemical Communications (London). Let’s take a look at the latest research on this compound (cas:707-61-9).

The cyclo-adduct of isoprene and PhPCl2, which gives 3-methyl-1-phenyl-2-phospholene oxide (I), b0.15 150°, on hydrolysis, was found to contain the 2 phospholene ring system. The PhPBr2 adduct contains the 3-phospholene ring system and gives 3-methyl-1-phenyl-3-phospholene oxide (II), b0.24 133-4°, on hydrolysis. The PhCH2Br salts of I and II m. 178-80° and 184-5°, resp.

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

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 4360-63-8, is researched, Molecular C4H7BrO2, about Stereoselective total synthesis of diplodialide A, the main research direction is diplodialide A stereoselective synthesis.Synthetic Route of C4H7BrO2.

An efficient stereoselective total synthesis of diplodialide A I was achieved from inexpensive and com. available starting material (R)-propylene oxide. This linear synthesis utilizes Wittig reaction, alkylation of 1,3-dithiane and Yamaguchi macrolactonization as key steps.

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

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Chemical Communications (Cambridge, United Kingdom) called Stereoselective [3+2] cycloaddition of N-tert-butanesulfinyl imines to arynes facilitated by a removable PhSO2CF2 group: synthesis and transformation of cyclic sulfoximines, Author is Ye, Wenchao; Zhang, Laijun; Ni, Chuanfa; Rong, Jian; Hu, Jinbo, which mentions a compound: 305798-02-1, SMILESS is BrCC1=CC2=CC=C(Br)C=C2C=C1, Molecular C11H8Br2, Electric Literature of C11H8Br2.

An unprecedented [3+2] cycloaddition between N-tert-butanesulfinyl imines and arynes provides a stereoselective method for the synthesis of cyclic sulfoximines. Not only does the difluoro(phenylsulfonyl)methyl group play an important role in facilitating the cycloaddition reaction, it can also be removed or substituted through the transformation of the difluorinated cyclic sulfoximines, e.g. I, to cyclic sulfinamides, e.g. II.

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

Safety of 5-Chloropyridin-3-amine. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 5-Chloropyridin-3-amine, is researched, Molecular C5H5ClN2, CAS is 22353-34-0, about Pyridyl-urea catalysts for the solvent-free ring-opening polymerization of lactones and trimethylene carbonate.

The ring-opening polymerization (ROP) of lactones is an effective method for the preparation of biocompatible and biodegradable aliphatic polyesters, for which the development of efficient organocatalysts with high activity and good controllability is highly desirable. A series of novel pyridyl-urea catalysts was synthesized and applied in the solvent-free ROP of lactones and trimethylene carbonate. Combined with 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD), the pyridyl-urea/MTBD systems showed a fast and living/controlled behavior in the ROP, generating polymers with narrow mol. weight distributions. The influences of catalyst structure, type of base, pyridyl-urea/base ratio, feed ratio of monomer/initiator and reaction temperature on the catalytic properties were investigated. A possible mechanism was proposed on the basis of NMR titration and dilution experiments

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

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine( cas:1265884-98-7 ) is researched.Application of 1265884-98-7.Zhan, Miao; Li, Ren-Zhe; Mou, Ze-Dong; Cao, Chao-Guo; Liu, Jie; Chen, Yuan-Wei; Niu, Dawen published the article 《Silver-Assisted, Iridium-Catalyzed Allylation of Bis[(pinacolato)boryl]methane Allows the Synthesis of Enantioenriched Homoallylic Organoboronic Esters》 about this compound( cas:1265884-98-7 ) in ACS Catalysis. Keywords: silver assisted iridium catalyzed allylation pinacolatoborylmethane allyl carbonate; homoallylic organoboronic ester chiral preparation; crystal structure chiral homoallylic indolinylboronic ester; mol structure chiral homoallylic indolinylboronic ester. Let’s learn more about this compound (cas:1265884-98-7).

Described here is an enantioselective approach of making chiral, β-substituted homoallylic organoboronic esters. In the presence of LiOtBu and a catalytic amount of Ag salt, com. bis[(pinacolato)boryl]methane participated in the Ir-catalyzed asym. allylation reactions, delivered a CH2B(pin) group, and yielded the title compounds from allylic carbonates. The synthetic utility of the prepared chiral organoboronates was demonstrated by their conversion to other important classes of compounds

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