Month: August 2024

First synthesis and characterization of key stereoisomers related to Ezetimibe was written by Ren, Yun;Duan, Yan-Jun;Li, Ren-Jun;Deng, Yong;Hai, Li;Wu, Yong. And the article was included in Chinese Chemical Letters in 2014.Formula: C9H9NO2 This article mentions the following:

During a laboratory optimization and a late phase manufacturing study of the cholesterol absorption inhibitor ezetimibe, the formation of several stereoisomers was observed To study the complete stereoisomer profile of ezetimibe, the authors have synthesized and completely characterized several key stereoisomers of ezetimibe for the first time. This study will provide an access to the reference standard of these stereoisomers and may have some implications in the development of new medicines. The tilte compounds thus formed included (3R,4S)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-2-azetidinone (ezetimibe) and diastereomers, such as (3R,4R)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-2-azetidinone. The synthesis of the target compounds was achieved using 2-(4-fluorophenyl)-5,5-dimethyl-1,3-dioxane-2-butanoic acid and (4S)-4-phenyl-2-oxazolidinone and (4R)-4-phenyl-2-oxazolidinone (chiral auxiliary) as starting materials. Intermediates thus formed included (3R,4S)-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]-4-(4-hydroxyphenyl)-2-azetidinone and related diastereomers. In the experiment, the researchers used many compounds, for example, (S)-4-Phenyloxazolidin-2-one (cas: 99395-88-7Formula: C9H9NO2).

(S)-4-Phenyloxazolidin-2-one (cas: 99395-88-7) belongs to oxazolidine derivatives. Oxazolidine-based compounds are well-known chiral auxiliaries and strategic molecular moieties in chemistry since they can effectively mask or mimic amino acid units or amino alcohols. In another report, the incorporation of an additional substituted oxazolidine ring over a range of new biphenylazepinium salt organocatalysts for the asymmetric epoxidation of alkenes improved enantiocontrol over the parent structures.Formula: C9H9NO2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Addition Polymerization of Norbornene-Type Monomers Using Neutral Nickel Complexes Containing Fluorinated Aryl Ligands was written by Barnes, Dennis A.;Benedikt, George M.;Goodall, Brian L.;Huang, Shyhchang S.;Kalamarides, Heather A.;Lenhard, Susan;McIntosh, Lester H. III;Selvy, K. T.;Shick, Robert A.;Rhodes, Larry F.. And the article was included in Macromolecules in 2003.Recommanded Product: Bis(2,2′,6,6′-tetramethylheptanedionato) palladium(II) This article mentions the following:

The strong Lewis acid B(C₆F₅)₃ was found to activate complexes of nickel toward the polymerization of norbornene-type monomers. The active species in this reaction is created by the transfer of C₆F₅ from boron to nickel. As a result, a class of neutral, single-component nickel complexes was developed containing two electron-withdrawing aryl ligands that polymerize norbornene and norbornenes with functional pendant groups. Active complexes include Ni(C₆F₅)₂(PPh₂CH₂C(O)Ph), (η⁶-toluene)Ni(C₆F₅)₂, and Ni(2,4,6-tris(trifluoromethyl)phenyl)₂(1,2-dimethoxyethane). In the case of (η⁶-toluene)Ni(C₆F₅)₂, isolation and characterization of low mol. weight norbornene polymers, using ethylene, indicated that each polymer chain contained a C₆F₅ headgroup. This points to the initiation step as being the insertion of norbornene into the Ni-C₆F₅ bond. The polymer microstructure as revealed by ¹H and ¹³C NMR spectrometry is entirely different from that produced using the cationic nickel catalyst, [(η³-crotyl)Ni(1,4-COD)]PF₆. This difference in microstructure led to improved mech. properties for 80:20 copolymers of norbornene and 5-triethoxysilylnorbornene. In the experiment, the researchers used many compounds, for example, Bis(2,2′,6,6′-tetramethylheptanedionato) palladium(II) (cas: 15214-66-1Recommanded Product: Bis(2,2′,6,6′-tetramethylheptanedionato) palladium(II)).

Bis(2,2′,6,6′-tetramethylheptanedionato) palladium(II) (cas: 15214-66-1) belongs to oxazolidine derivatives. Oxazolidines that are the precursor to bisoxazolidines are in effect mono-oxazolidines. They are also used as moisture scavengers in polyurethane and other systems. Chiral oxazolidines are widely used as chiral auxiliaries, chiral ligands, protecting and/or directing groups in a variety of asymmetric transformations, thanks also to their easy cleavage or their further elaboration possibilities.Recommanded Product: Bis(2,2′,6,6′-tetramethylheptanedionato) palladium(II)

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Acidic pH-Triggered Drug-Eluting Nanocomposites for Magnetic Resonance Imaging-Monitored Intra-arterial Drug Delivery to Hepatocellular Carcinoma was written by Park, Wooram;Chen, Jeane;Cho, Soojeong;Park, Sin-jung;Larson, Andrew C.;Na, Kun;Kim, Dong-Hyun. And the article was included in ACS Applied Materials & Interfaces in 2016.Product Details of 13590-42-6 This article mentions the following:

Transcatheter hepatic intra-arterial (IA) injection has been considered as an effective targeted delivery technique for hepatocellular carcinoma (HCC). Recently, drug-eluting beads (DEB) were developed for transcatheter IA delivery to HCC. However, the conventional DEB has offered relatively modest survival benefits. It can be difficult to control drug loading/release from DEB and to monitor selective delivery to the targeted tumors. Embolized DEBs in hepatic arteries frequently induce hypoxic and low pH conditions, promoting cancer cell growth. In this study, an acidic pH-triggered drug-eluting nanocomposite (pH-DEN) including superparamagnetic iron oxide nanocubes and pH-responsive synthetic peptides with lipid tails [octadecylamine-p(API-L-Asp)₁₀] was developed for magnetic resonance imaging (MRI)-monitored transcatheter delivery of sorafenib (the only FDA-approved systemic therapy for liver cancer) to HCC. The synthesized sorafenib-loaded pH-DENs exhibited distinct pH-triggered drug release behavior at acidic pH levels and highly sensitive MR contrast effects. In an orthotopic HCC rat model, successful hepatic IA delivery and distribution of sorafenib-loaded pH-DEN was confirmed with MRI. IA-delivered sorafenib-loaded pH-DENs elicited significant tumor growth inhibition in a rodent HCC model. These results indicate that the sorafenib-pH-DENs platform has the potential to be used as an advanced tool for liver-directed IA treatment of unresectable HCC. In the experiment, the researchers used many compounds, for example, (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate (cas: 13590-42-6Product Details of 13590-42-6).

(S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate (cas: 13590-42-6) belongs to oxazolidine derivatives. Oxazolidine-based compounds are well-known chiral auxiliaries and strategic molecular moieties in chemistry since they can effectively mask or mimic amino acid units or amino alcohols. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Product Details of 13590-42-6

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem