Category: 79815-20-6

On November 30, 2022, Riegel, George F.; Payne, Curtis; Kass, Steven R. published an article.Safety of H-Idc-OH The title of the article was Effects of Broensted acid cocatalysts on the activities and selectivities of charge-enhanced thiourea organocatalysts in Friedel-Crafts and oxa-Pictet-Spengler reactions. And the article contained the following:

Charge-enhanced chiral thioureas were used in the organocatalysis of the Friedel-Crafts alkylation of indole with trans-β-nitrostyrene and the oxa-Pictet-Spengler reaction of tryptophol and benzaldehyde. The effects of substoichiometric Broensted acidic additives on the reaction conversions and enantiomeric ratios of these transformations were examined and the role of these species in the mechanism of the latter reaction was explored using variable time normalization kinetics to elucidate the reaction order of the catalyst, cocatalyst and reagents. A proposed pathway for the oxa-Pictet-Spengler cyclization that involves matched and mismatched catalyst and cocatalyst pairs and an off-cycle racemization of the latter species was provided. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Safety of H-Idc-OH

The Article related to nitrostyrene indole thiourea organocatalyst enantioselective friedel crafts alkylation, nitro phenyl ethyl indole preparation, benzaldehyde tryptophol thiourea organocatalyst enantioselective oxa pictet spengler reaction, phenyl pyranoindole preparation and other aspects.Safety of H-Idc-OH

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Ruiz, Nerea; Reyes, Efraim; Vicario, Jose L.; Badia, Dolores; Carrillo, Luisa; Uria, Uxue published an article in 2008, the title of the article was Organocatalytic enantioselective synthesis of highly functionalized polysubstituted pyrrolidines.Reference of H-Idc-OH And the article contains the following content:

The organocatalytic conjugate addition of different aldehydes to β-nitroacrolein di-Me acetal, generating the corresponding highly functionalized nitroaldehydes in high yields and with high stereoselectivities, has been studied in detail. These transformations have been achieved by using both readily available starting materials in a 1:1 ratio as well as com. available catalysts at a 10 mol% catalyst loading. Furthermore, a very short and efficient protocol has been devised for the preparation of highly enantioenriched pyrrolidines containing two or three contiguous stereocenters starting from the obtained Michael adducts. 3,4-Disubstituted pyrrolidines have been obtained in a single step by Zn-mediated chemoselective reduction of the nitro group followed by intramol. reductive amination, and trisubstituted homoproline derivatives have been prepared by means of an olefination reaction and a cascade process involving chemoselective reduction of the nitro group followed by a fully diastereoselective intramol. aza-Michael reaction. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Reference of H-Idc-OH

The Article related to beta nitroacrolein dimethyl acetal aldehyde chiral organocatalyst conjugate addition, aldehyde nitro derivative stereoselective preparation reduction intramol reductive amination, nitroaldehyde derivative stereoselective preparation olefination reduction intramol aza michael, pyrrolidine polysubstituted derivative chemoselective stereoselective preparation and other aspects.Reference of H-Idc-OH

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On March 21, 2008, Hong, Bor-Cherng; Wu, Ming-Fun; Tseng, Hsing-Chang; Huang, Guo-Fong; Su, Cheng-Feng; Liao, Ju-Hsiou published an article.Synthetic Route of 79815-20-6 The title of the article was Organo-catalytic asymmetric Robinson annulation of α,β-unsaturated aldehydes: applications to the total synthesis of (+)-palitantin. [Erratum to document cited in CA148:033412]. And the article contained the following:

The absolute configurations for 3g, 3h, 9 and 10 were incorrect in the Abstract, Table 3 and Schemes 3 and 4. The correct configurations are given. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Synthetic Route of 79815-20-6

The Article related to erratum cyclohexadienecarboxaldehyde stereoselective enantioselective preparation, palitantin stereoselective enantioselective preparation erratum, organo catalytic stereoselective enantioselective robinson annulation unsaturated aldehyde erratum, amine catalyst stereoselective enantioselective robinson annulation unsaturated aldehyde erratum and other aspects.Synthetic Route of 79815-20-6

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On December 15, 2013, Shiokawa, Zenyu; Hashimoto, Kentaro; Saito, Bunnai; Oguro, Yuya; Sumi, Hiroyuki; Yabuki, Masato; Yoshimatsu, Mie; Kosugi, Yohei; Debori, Yasuyuki; Morishita, Nao; Dougan, Douglas R.; Snell, Gyorgy P.; Yoshida, Sei; Ishikawa, Tomoyasu published an article.Name: H-Idc-OH The title of the article was Design, synthesis, and biological activities of novel hexahydropyrazino[1,2-a]indole derivatives as potent inhibitors of apoptosis (IAP) proteins antagonists with improved membrane permeability across MDR1 expressing cells. And the article contained the following:

The authors previously reported octahydropyrrolo[1,2-a]pyrazine derivative (T-3256336) as a potent antagonist for inhibitors of apoptosis (IAP) proteins. Because compound T-3256336 was susceptible to MDR1 mediated efflux, the authors developed another scaffold, hexahydropyrazino[1,2-a]indole, using structure-based drug design. The fused benzene ring of this scaffold was aimed at increasing the lipophilicity and decreasing the basicity of the scaffold to improve the membrane permeability across MDR1 expressing cells. The authors established a chiral pool synthetic route to yield the desired tricyclic chiral isomers. Chem. modification of the core scaffold led to a representative compound I, which showed strong inhibition of IAP binding (X chromosome-linked IAP [XIAP]: IC50 23 nM and cellular IAP [cIAP]: IC50 1.1 nM) and cell growth inhibition (MDA-MB-231 cells: GI50 2.8 nM) with high permeability and low potential of MDR1 substrate. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Name: H-Idc-OH

The Article related to hexahydropyrazinoindole preparation inhibitors of apoptosis iap protein antagonist, crystal structure, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide, 1-hydroxybenzotriazole, 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride, ac, cdcl(3), dipea, dmf, dmso, dmt-mm, edc, et, hatu, hobt, hexahydropyrazino[1,2-a]indole and other aspects.Name: H-Idc-OH

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On October 26, 2007, Hong, Bor-Cherng; Wu, Ming-Fun; Tseng, Hsing-Chang; Huang, Guo-Fong; Su, Cheng-Feng; Liao, Ju-Hsiou published an article.HPLC of Formula: 79815-20-6 The title of the article was Organocatalytic asymmetric robinson annulation of α,β-unsaturated aldehydes: applications to the total synthesis of (+)-palitantin. And the article contained the following:

Cyclohexadienecarboxaldehydes such as I (R = H, AcO; R1 = H, Me; R2 = AcOCH2, Ph, 2-O2NC6H4, Me, Et, Me2CH) are prepared by enantioselective Robinson annulation reactions of α,β-unsaturated aldehydes (E)-RCH2C(R1):CHCHO [R = H, Me, Et, Me2CH, Ph, 2-O2NC6H4, AcO; R1 = H, Me; RR1 = (CH2)4] in the presence of organic amines such as L-proline or α,α-diphenyl-L-prolinyl and α,α-bis(2-naphthyl)-L-prolinyl trimethylsilyl ethers and in the presence or absence of organic acids or bases. I (R = AcO; R1 = H; R2 = AcOCH2), formed by the stereoselective self-condensation of (E)- or (Z)-AcOCH2CH:CHCHO in the presence of L-proline and triethylamine, is converted in nine steps to (+)-palitantin II. The structure of I (R = H; R1 = Me; R2 = 2-O2NC6H4) is determined by x-ray crystallog.; the absolute configurations of I (R = R1 = H; R2 = Me) and of I (R = H; R1 = Me; R2 = Ph) are determined by their conversion to cyclohexadienecarboxylates of known absolute configuration. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).HPLC of Formula: 79815-20-6

The Article related to cyclohexadienecarboxaldehyde stereoselective enantioselective preparation, palitantin stereoselective enantioselective preparation, organocatalytic stereoselective enantioselective robinson annulation unsaturated aldehyde, organic amine catalyst stereoselective enantioselective robinson annulation unsaturated aldehyde and other aspects.HPLC of Formula: 79815-20-6

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On December 25, 2000, Pasquier, Corinne; Naili, Said; Mortreux, Andre; Agbossou, Francine; Pelinski, Lydie; Brocard, Jacques; Eilers, Juergen; Reiners, Iris; Peper, Viola; Martens, Juergen published an article.Recommanded Product: 79815-20-6 The title of the article was Free and Cr(CO)3-Complexed Aminophosphine Phosphinite Ligands for Highly Enantioselective Hydrogenation of α-Functionalized Ketones. And the article contained the following:

The synthesis and characterization of a new series of aryl- and cycloalkyl-substituted aminophosphine phosphinites, e.g. I (R = cyclopentyl), obtained from the reaction of the three precursors (S)-2-hydroxymethylazetidine, (S)-3-hydroxymethyl-1,2,3,4-tetrahydroisoquinoline, and (S)-2-hydroxymethylindoline and chlorophosphines is described. The aromatic ring in (S)-2-hydroxymethylindoline has allowed the synthesis and isolation of tricarbonyl chromium complexed amino alcs., which were similarly converted into the corresponding aminophosphine phosphinites, presenting a stereogenic center and a planar chirality. Ligand I ((S)-Cp,Cp-IndoNOP) revealed an unprecedented 31P NMR fluxional behavior related to a rotation inhibition around the P-heteroatom (N and O) bonds. These new AMPP ligands were used in the enantioselective hydrogenation of various α-functionalized ketones, i.e., dihydro-4,4-dimethyl-2,3-furandione 14, N-benzyl benzoylformamide 15, Et pyruvate 16, and 2-(N,N-dimethyl)aminoacetophenone hydrochloride 17. The stereoelectronic effects generated by the presence of the tricarbonyl chromium moiety onto the hydrogenations have been assessed. The beneficial effect of the matching chiralities in ligand associated with the use of the most appropriate nonchiral ligand Cl has resulted in a win of 13% of ee for the rhodium-based hydrogenation of 15. While using the most suitable new chiral AMPP ligand from this study, the four above-mentioned substrates were converted into the corresponding optically active alcs. in >99% ee (14/I), >99% ee (15/I), 87% ee (16/I), and >99% ee (17/I), resp. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Recommanded Product: 79815-20-6

The Article related to chromium complexed aminophosphine phosphinite ligand preparation catalyst enantioselective hydrogenation, functionalized ketone enantioselective hydrogenation catalyst chromium complexed aminophosphine phosphinite, rhodium ruthenium aminophosphine phosphinite complex catalyst enantioselective hydrogenation ketone and other aspects.Recommanded Product: 79815-20-6

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On September 20, 2017, Dressen, Alana; Hilberath, Thomas; Mackfeld, Ursula; Rudat, Jens; Pohl, Martina published an article.COA of Formula: C9H9NO2 The title of the article was Phenylalanine ammonia lyase from Arabidopsis thaliana (AtPAL2): A potent MIO-enzyme for the synthesis of non-canonical aromatic alpha-amino acids.. And the article contained the following:

Phenylalanine ammonia lyase (PAL) from Arabidopsis thaliana (AtPAL2) is in general a very good catalyst for the amination of fluoro- and chloro-cinnamic acid derivatives yielding halogenated (S)-phenylalanine derivatives with ≥85% conversion and excellent ee values >99%. We have studied the application of this enzyme as whole cell biocatalyst and immobilized on the cellulose carrier Avicel for the production of the hypertension drug precursor (S)-2-chloro-phenylalanine using batch, fed-batch, as well as continuous membrane reactor and plug-flow reactor. For immobilization, a C-terminal fusion of the enzyme with a carbohydrate binding module (CBM) was produced, which selectively binds to Avicel directly from crude cell extracts, thus enabling a fast and cheap immobilization, stabilization and recycling of the enzyme. 1 g Avicel was loaded with 10 mg enzyme. Best results were obtained with whole cells using the continuous membrane reactor (47 gproduct/gDryCellWeight) and using the immobilized enzyme in a repetitive fed-batch (274 gproduct/gimmobilized enzyme) or in a continuous plug-flow reactor (288 gproduct/gimmobilize enzyme). Therewith the productivity of AtPAL2 outperforms the established fed-batch process at DSM using PAL from Rhodotorula glutinis in E. coli as whole cell biocatalyst with a productivity of 0.14 gproduct/gWetCellWeight (0.7 gproduct/gDryCellWeight) (de Lange et al., 2011; doi:10.1002/cctc.201000435). The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).COA of Formula: C9H9NO2

The Article related to phenylalanine ammonia lyase arabidopsis noncanonical aromatic amino acid, (s)-2-cl-phe (pubchem cid85679), (s)-2-indolinecarboxylic acid, (s)-phe (pubchem cid: 6140), 2-cl-cinnamic acid (pubchem cid: 700642), enzyme reactor, indolapril, mio enzyme, perindopril, trans-cinnamic acid (pubchem cid: 444539) and other aspects.COA of Formula: C9H9NO2

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles