1038919-63-9

Usage

Uses

Used in Pharmaceutical Industry:
(R)-5-Bromo-2,3-dihydro-1H-inden-1-ol is used as a building block for the synthesis of various pharmaceuticals. Its chiral nature allows it to be a valuable component in the development of drugs with specific therapeutic effects.
Used in Agrochemical Industry:
(R)-5-Bromo-2,3-dihydro-1H-inden-1-ol is also used as a building block in the synthesis of agrochemicals. Its unique properties can contribute to the development of effective and targeted agrochemical products.
Used in Fine Chemicals Industry:
(R)-5-Bromo-2,3-dihydro-1H-inden-1-ol serves as a precursor to a variety of important organic molecules in the fine chemicals industry. Its versatility and chiral nature make it a valuable asset in the synthesis of specialty chemicals.
Used in Asymmetric Catalysis:
(R)-5-Bromo-2,3-dihydro-1H-inden-1-ol has potential applications in the field of asymmetric catalysis. Its chiral nature allows it to be used in the development of catalysts that can selectively produce specific enantiomers of a compound, which is crucial in many chemical reactions.
Used in Asymmetric Synthesis Research:
Due to its chiral nature, (R)-5-Bromo-2,3-dihydro-1H-inden-1-ol is of interest to researchers studying asymmetric synthesis and chiral resolution. It can be used as a model compound to understand the mechanisms and develop new methods for the synthesis of enantiomerically pure compounds.

Upstream product

• 34598-50-0 5-bromo-1-indanol 
• 34598-49-7 5-Bromo-1-indanone 
• 76-86-8 Triphenylsilyl chloride 

Downstream Products

• 1038919-74-2 (S)-5-benzyl-3-(5-bromo-2,3-dihydro-1H-inden-1-yl)-2-ethyl-7-methyl-3H-imidazo[4,5-b]pyridine 
• 903557-29-9 (S)-5-bromoindan-1-ylamine 
• 903557-31-3 tert-butyl N-[(S)-5-bromo-2,3-dihydroinden-1-yl]carbamate 
• 1421597-30-9 C₂₄H₂₂BrN₃O 
• 1421597-32-1 C₂₆H₂₄BrN₃O₃ 
• 1421597-39-8 C₂₅H₂₁BrF₃N₃O 
• 1421597-40-1 C₂₅H₂₁BrF₃N₃O₂ 
• 1421597-41-2 C₂₄H₂₁BrFN₃O 
• 1421597-42-3 C₂₅H₂₄BrN₃O 
• 1421597-43-4 C₂₅H₂₁BrF₃N₃O 
• 1038919-82-2 (R)-5-(2-(1-trityl-1H-tetrazol-5-yl)phenyl)-2,3-dihydro-1H-inden-1-ol 
• 1310692-60-4 (S)-3-(5-(2-(1H-tetrazol-5-yl)phenyl)-2,3-dihydro-1H-inden-1-yl)-2-ethyl-5,6,7-trimethyl-3H-imidazo[4,5-b]pyridine 
• 1310692-59-1 (S)-3-(5-(2-(1H-tetrazol-5-yl)phenyl)-2,3-dihydro-1H-inden-1-yl)-2-cyclopropyl-5,7-dimethyl-3H-imidazo[4,5-b]pyridine 
• 1310692-67-1 (S)-2-(1-(2-ethyl-5-isobutyl-7-methyl-3H-imidazo[4,5-b]pyridin-3-yl)-2,3-dihydro-1H-inden-5-yl)benzoic acid 

Relevant academic research and scientific papers

Kinetic resolution of racemic benzofused alcohols catalysed by HMFO variants in presence of natural deep eutectic solvents

5-Hydroxymethylfurfural oxidase (HMFO) has demonstrated to be a useful biocatalyst for the selective oxidation of alcohols employing oxygen as mild oxidant with no requirement of expensive organic cofactors. This wild-type HMFO biocatalyst and an engineered thermostable variant have been tested in the kinetic resolution of different benzofused alcohols. The use of natural deep eutectic solvents was also explored in HMFO-catalysed oxidation of alcohols. The oxidation of racemic 1-indanol showed a higher conversion and selectivity in presence of 60% v/v of different NADES, especially for those containing carbohydrates. By choosing properly the biocatalyst and the NADES, good enantioselectivity values can be obtained, demonstrating the advantages of employing these neoteric solvents in biocatalysed processes.

Mechanochemical, Water-Assisted Asymmetric Transfer Hydrogenation of Ketones Using Ruthenium Catalyst

Asymmetric catalytic reactions are among the most convenient and environmentally benign methods to obtain optically pure compounds. The aim of this study was to develop a green system for the asymmetric transfer hydrogenation of ketones, applying chiral Ru catalyst in aqueous media and mechanochemical energy transmission. Using a ball mill we have optimized the milling parameters in the transfer hydrogenation of acetophenone followed by reduction of various substituted derivatives. The scope of the method was extended to carbo- and heterocyclic ketones. The scale-up of the developed system was successful, the optically enriched alcohols could be obtained in high yields. The developed mechanochemical system provides TOFs up to 168 h?1. Our present study is the first in which mechanochemically activated enantioselective transfer hydrogenations were carried out, thus, may be a useful guide for the practical synthesis of optically pure chiral secondary alcohols.

Chiral amino-pyridine-phosphine tridentate ligand, manganese complex, and preparation method and application thereof

The invention discloses a chiral amino-pyridine-phosphine tridentate ligand, a manganese complex, and a preparation method and application thereof. The chiral amino-pyridine-phosphine tridentate ligand is shown as a formula II, and the manganese complex of the chiral amino-pyridine-phosphine tridentate ligand can be used for efficiently catalyzing and hydrogenating ketone compounds to prepare chiral alcohol compounds in a high enantioselectivity mode. The chiral amino-pyridine-phosphine tridentate ligand and the manganese complex are simple in synthesis process, good in stability, high in catalytic activity and mild in reaction conditions.

Lutidine-Based Chiral Pincer Manganese Catalysts for Enantioselective Hydrogenation of Ketones

A series of MnI complexes containing lutidine-based chiral pincer ligands with modular and tunable structures has been developed. The complex shows unprecedentedly high activities (up to 9800 TON; TON=turnover number), broad substrate scope (81 examples), good functional-group tolerance, and excellent enantioselectivities (85–98 % ee) in the hydrogenation of various ketones. These aspects are rare in earth-abundant metal catalyzed hydrogenations. The utility of the protocol have been demonstrated in the asymmetric synthesis of a variety of key intermediates for chiral drugs. Preliminary mechanistic investigations indicate that an outer-sphere mode of substrate–catalyst interactions probably dominates the catalysis.

Silylative Kinetic Resolution of Racemic 1-Indanol Derivatives Catalyzed by Chiral Guanidine

Efficient kinetic resolution of racemic 1-indanol derivatives was achieved using triphenylchlorosilane by asymmetric silylation in the presence of chiral guanidine catalysts. The chiral guanidine catalyst (R,R)-N-(1-(β-naphthyl)ethyl)benzoguanidine was found to be highly efficient as only 0.5 mol % catalyst loading was sufficient to catalyze the reaction of various substrates with appropriate conversion and high s-values (up to 89). This catalyst system was successfully applied to the gram-scale silylative kinetic resolution of racemic 1-indanol with high selectivity.

Asymmetric Transfer Hydrogenation of (Hetero)arylketones with Tethered Rh(III)-N-(p-Tolylsulfonyl)-1,2-diphenylethylene-1,2-diamine Complexes: Scope and Limitations

A series of new tethered Rh(III)/Cp? complexes containing the N-(p-tolylsulfonyl)-1,2-diphenylethylene-1,2-diamine ligand have been prepared, characterized, and evaluated in the asymmetric transfer hydrogenation (ATH) of a wide range of (hetero)aryl ketones. The reaction was performed under mild conditions with the formic acid/triethylamine (5:2) system as the hydrogen source and provided enantiomerically enriched alcohols with good yields and high to excellent enantioselectivities. Although the nature of the substituents on the phenyl tethering ring did not alter the stereochemical outcome of the reaction, complexes bearing electron-donating groups exhibited a higher catalytic activity than those having electron-withdrawing groups. A scale-up of the ATH of 4-chromanone to the gram scale quantitatively delivered the reduced product with excellent enantioselectivity, demonstrating the potential usefulness of these new complexes.

NEW ARYL-BENZOCYCLOALKYL AMIDE DERIVATIVES

The invention provides novel compounds having the general formula (I) wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, A1, A2 and n are as described herein, compositions including the compounds and methods of using the compounds.

NEW ARYL-BENZOCYCLOALKYL AMIDE DERIVATIVES

The invention provides novel compounds having the general Formula (I), wherein R1, R2, R3, R4 R5, R6, R7, R8 R9, R10, R11, R12, A1, A2 and n are as described herein, compositions including the compounds and methods of using the compounds.

Discovery of a series of imidazo[4,5-b ]pyridines with dual activity at angiotensin II Type 1 receptor and peroxisome proliferator-activated receptor-γ

Mining of an in-house collection of angiotensin II type 1 receptor antagonists to identify compounds with activity at the peroxisome proliferator-activated receptor-γ (PPARγ) revealed a new series of imidazo[4,5-b]pyridines 2 possessing activity at these

COMPOUNDS HAVING BOTH ANGIOTENSIN II RECEPTOR ANTAGONISM AND PPARY ACTIVATING ACTIVITIES

Compounds of following formula (I) are provided that have both angiontensin Il receptor antagonist activity and PPARy agonist activity. Also provided are pharmaceutical compositions comprising the compounds and methods of treatment of diseases with the co