138713-44-7

Usage

Uses

Used in Chemical Synthesis:
OTAVA-BB 1055999 is used as a reagent or intermediate for the production of various other chemicals. Its strong acidic properties make it a valuable component in the synthesis of a wide range of compounds.
Used in Pharmaceutical Industry:
OTAVA-BB 1055999 is used as a reagent in the synthesis of pharmaceutical compounds. Its ability to catalyze chemical reactions aids in the production of various drugs and medications.
Used in Research and Development:
In the field of research and development, OTAVA-BB 1055999 is used as a reagent to facilitate the discovery and development of new chemical entities and materials. Its strong acidic nature allows for the exploration of various reaction pathways and mechanisms.
Used in Material Science:
OTAVA-BB 1055999 is used in the development of new materials, such as polymers and composites, where its acidic properties can influence the properties and performance of the final product.
Used in Environmental Applications:
Although OTAVA-BB 1055999 can be harmful to the environment, it is also used in certain environmental applications, such as the treatment of wastewater or the remediation of contaminated sites, where its strong acidic properties can help break down pollutants and facilitate their removal. However, it is crucial to handle and dispose of OTAVA-BB 1055999 with extreme caution to minimize its environmental impact.

Upstream product

• 74572-00-2 (3R)-4-benzyl-3-phenylmorpholine 
• 192815-71-7 (5R)-5-phenylmorpholin-3-one 
• 100-52-7 benzaldehyde 
• 56613-80-0 D-2-phenylglycinol 
• 79-04-9 chloroacetyl chloride 
• 94193-77-8 (R)-N-(2-hydroxy-1-phenylethyl)-2-chloroacetamide 
• 529-20-4 2-methylphenyl aldehyde 
• 1436416-04-4 N-[3-formyl-6-((R)-3-phenylmorpholin-4-yl)-pyridin-2-yl]-2,2-dimethylpropionamide 
• 74571-97-4 (R)-2-[Benzyl-(2-hydroxy-ethyl)-amino]-2-phenyl-ethanol 
• 14231-57-3 (R)-N-benzyl-2-phenylglycinol 

Downstream Products

• 1052208-75-9 C₁₉H₂₂N₂O₂S 
• 1374765-94-2 3-(cyclopropylmethyl)-7-[[(3R)-3-phenyl-4-morpholinyl]methyl]-8-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyridine 
• 1429228-64-7 (R)-tert-butyl 3-phenylmorpholine-4-carboxylate 
• 1429228-65-8 (R)-tert-butyl 3-(4-iodophenyl)morpholine-4-carboxylate 
• 1429228-66-9 tert-butyl (3R)-3-(4-methoxycarbonylphenyl)morpholine-4-carboxylate 
• 1429228-67-0 tert-butyl (3R)-3-[4-(hydroxymethyl)phenyl]morpholine-4-carboxylate 
• 1429228-68-1 tert-butyl (3R)-3-(4-formylphenyl)morpholine-4-carboxylate 
• 1429228-69-2 tert-butyl (3R)-3-{4-[(hydroxyimino)methyl]phenyl}morpholine-4-carboxylate 
• 1429228-71-6 tert-butyl (3R)-3-{4-[5-(3-{bis[(tert-butoxy)carbonyl]amino}-6-[4-(propane-2-sulfonyl)phenyl]pyrazin-2-yl)-1,2-oxazol-3-yl]phenyl}morpholine-4-carboxylate 
• 1429228-63-6 5-(4-isopropylsulfonylphenyl)-3-[3-[4-[(3R)-morpholin-3-yl]phenyl]isoxazol-5-yl]pyrazin-2-amine 
• 1429228-72-7 tert-butyl (3R)-3-[4-[5-[3-[bis(tert-butoxycarbonyl)amino]-6-bromo-pyrazin-2-yl]isoxazol-3-yl]phenyl]morpholine-4-carboxylate 
• 1436416-04-4 N-[3-formyl-6-((R)-3-phenylmorpholin-4-yl)-pyridin-2-yl]-2,2-dimethylpropionamide 

Relevant academic research and scientific papers

An integrated console for capsule-based, automated organic synthesis

The current laboratory practices of organic synthesis are labor intensive, impose safety and environmental hazards, and hamper the implementation of artificial intelligence guided drug discovery. Using a combination of reagent design, hardware engineering, and a simple operating system we provide an instrument capable of executing complex organic reactions with prepacked capsules. The machine conducts coupling reactions and delivers the purified products with minimal user involvement. Two desirable reaction classes-the synthesis of saturated N-heterocycles and reductive amination-were implemented, along with multi-step sequences that provide drug-like organic molecules in a fully automated manner. We envision that this system will serve as a console for developers to provide synthetic methods as integrated, user-friendly packages for conducting organic synthesis in a safe and convenient fashion. This journal is

Using the competing enantioselective conversion method to assign the absolute configuration of cyclic amines with BODE’s acylation reagents

The competing enantioselective conversion (CEC) method is a quick and reliable means to determine absolute configuration. Previously, Bode’s chiral acylated hydroxamic acids were used to determine the stereochemistry of primary amines, as well as cyclic and acyclic secondary amines. The enantioselective acylation has been evaluated for 4-, 5-, and 6-membered cyclic secondary amines, including medicinally relevant compounds. The limitations of the method were studied through computational analysis and experimental results. Piperidines with substituents at the 2-position did not behave well unless the axial conformer was energetically accessible, which is consistent with the transition state geometries proposed by Bode and Kozlowski. Control experiments were performed to investigate the cause of degrading selectivity under the CEC reaction conditions. The present study expands the scope of the CEC method for secondary amines and provides a better understanding of the reaction profile.

Formal Deoxygenative Hydrogenation of Lactams Using PNHP-Pincer Ruthenium Complexes under Nonacidic Conditions

A formal deoxygenative hydrogenation of amides to amines with RuCl2(NHC)(PNHP) (NHC = 1,3-dimethylimizadol-2-ylidene, PNHP = bis(2-diphenylphosphinoethyl)amine) is described. Various secondary amides, especially NH-lactams, are reduced with H2 (3.0-5.0 MPa) to amines at a temperature range of 120-150 °C with 1.0-2.0 mol % of PNHP-Ru catalysts in the presence of Cs2CO3. This process consists of (1) deaminative hydrogenation of secondary amides to generate primary amines and alcohols, (2) dehydrogenative coupling of the transient amines with alcohols to generate imines, and (3) hydrogenation of imines to give the formally deoxygenated secondary amine products.

SUBSTITUTED MORPHOLINE DERIVATIVES AS ROR GAMMA MODULATORS

The present disclosure is directed to compounds of formula (I) and pharmaceutically acceptable salts thereof, wherein ring A, R1, R2, R3, X1, X2, m and n are as defined herein, which are active as modulators of retinoid-related orphan receptor gamma t (RORyt). These compounds prevent, inhibit, or suppress the action of RORyt and are therefore useful in the treatment of RORyt mediated diseases, disorders, syndromes or conditions such as, e.g., pain, inflammation, COPD, asthma, rheumatoid arthritis, colitis, multiple sclerosis, psoriasis, neurodegenerative diseases and cancer. (I)

Efficient Routes to a Diverse Array of Amino Alcohol-Derived Chiral Fragments

Efficient syntheses of chiral fragments derived from chiral amino alcohols are described. Several unique scaffolds were readily accessed in 1-5 synthetic steps leading to 45 chiral fragments, including oxazolidinones, morpholinones, lactams, and sultams. These fragments have molecular weights ranging from 100 to 255 Da and are soluble in water (0.085 to >15 mM).

Catalytic Synthesis of N-Unprotected Piperazines, Morpholines, and Thiomorpholines from Aldehydes and SnAP Reagents

Commercially available SnAP (stannyl amine protocol) reagents allow the transformation of aldehydes and ketones into a variety of N-unprotected heterocycles. By identifying new ligands and reaction conditions, a robust catalytic variant that expands the substrate scope to previously inaccessible heteroaromatic substrates and new substitution patterns was realized. It also establishes the basis for a catalytic enantioselective process through the use of chiral ligands. SnAPcat! The identification of new ligands and reaction conditions provides a robust catalytic method for the synthesis of N-unprotected heterocycles using SnAP reagents. This catalytic variant expands the substrate scope to include previously inaccessible piperazines, morpholines, and thiomorpholines and establishes the basis for a catalytic enantioselective process through the use of chiral ligands.

SnAP reagents for the synthesis of piperazines and morpholines

Substituted piperazines and morpholines are valuable structural motifs in biologically active compounds, but are not easily prepared by contemporary cross-coupling approaches. In this report, we introduce SnAP reagents for the transformation of aldehydes into N-unprotected piperazines and morpholines. This approach offers simple, mild conditions compatible with aromatic, heteroaromatic, aliphatic, and glyoxylic aldehydes and provides mono- and disubstituted N-heterocycles in a single step.

Diastereoselective α-C-H functionalization of aliphatic N-heterocycles: An efficient route to ring fused oxazines

A novel method for direct C-H functionalization of saturated N-heterocycles allowing easy access to synthetically as well as biologically important and structurally diverse ring-fused oxazines is developed. The method is operationally simple and highly di

COMPOUNDS USEFUL AS INHIBITORS OF ATR KINASE

The invention relates to the compound 5-(4-isopropylsulfonylphenyl) -3-[3-[4-[(3R)-morpholin-3-yl]phenyl]isoxazol-5-yl]pyrazine-2-amine and pharmaceutically acceptable salts thereof. The compounds are useful as inhibitors of ATR kinase.

Synthesis of a cis 2,5-disubstituted morpholine by de-epimerization: Application to the multigram scale synthesis of a mineralocorticoid antagonist

A convergent route to multigram quantities of a mineralocorticoid antagonist 3 is described. Starting from (R)-phenylglycinol, the synthesis of cis 2,5-morpholine 2 is accomplished utilizing a de-epimerization to install the second stereogenic center. The multigram synthesis of 3 was completed through a sequence of an SNAr reaction, Dakin oxidation, alkylation, and cyclization to provide a crystalline solid.