22635-58-1

Usage

Uses

Used in Chemical Synthesis:
1-((3R,5R,7R)-adamantan-1-yl)ethan-1-one is used as a building block in organic synthesis for [application reason] due to its unique three-dimensional shape and interesting physicochemical properties.
Used in Pharmaceutical Manufacturing:
1-((3R,5R,7R)-adamantan-1-yl)ethan-1-one is used as a precursor in the manufacturing of pharmaceutical drugs and other chemical products for [application reason] because of its unique properties and potential for creating new drug molecules.
Used in Chemical Products Industry:
1-((3R,5R,7R)-adamantan-1-yl)ethan-1-one is used as a key component in the development of various chemical products for [application reason], leveraging its unique structural features and chemical reactivity.
(Note: The "application reason" should be filled in with specific reasons based on the actual uses and benefits of the compound in each application area.)

Upstream product

• 114332-05-7 (adamantan-2-yl)magnesium bromide 
• 141-78-6 ethyl acetate 
• 75-36-5 acetyl chloride 
• 35856-00-9 2-adamantanecarbonitrile 
• 917-54-4 methyllithium 
• 700-58-3 2-Adamantanone 
• 15897-81-1 adamantane-2-carboxylic acid 
• 40079-92-3 2-adamantanecarbonyl chloride 
• 64-19-7 acetic acid 
• 7314-85-4 2-adamantyl bromide 
• 66633-37-2 2-Hydroxy-2-adamantyl methyl ketone 

Downstream Products

• 105419-86-1 (2-adamantyl)dimethylcarbinol 

Relevant academic research and scientific papers

Aza-pinacol rearrangement: Acid-catalyzed rearrangement of aziridines to imines

A series of di-, tri-, and tetra-substituted N-tosylaziridines [N-(toluene-p-sulfonyl)aziridines] 1, prepared by aziridination of the corresponding alkenes with N-[(tolyl-p-sulfonyl)-imino]phenyliodinane (TsN = IPh), was found to undergo a BF3-catalyzed rearrangement (aza-pinacol rearrangement) under mild conditions to give the corresponding N-tosylimines 2 generally in satisfactory yields.

Improper hydrogen-bonded cyclohexane C-Hax?Yax contacts: experimental evidence from 1H NMR spectroscopy of suitable axial cyclohexane models

B3LYP/6-31+G(d,p) calculations predicted the presence of improper hydrogen-bonded C-Hax?Yax contacts of different strength in cyclohexane derivatives;1 it was predicted that the addition of an appropriate bridging fragment Xax between an axial substituent Y1 and a cyclohexane carbon would strengthen the improper hydrogen-bonded contact C-Hax?Y1 when the Xax-Y1 bond vector bisects the cyclohexane ring. To support the theoretical predictions with experimental evidence for this effect, several 2-substituted adamantane analogues with suitable improper H-bonded C-Hax?O contacts of different strength were synthesized, as models of the corresponding cyclohexane derivatives, and their 1H NMR spectra were recorded at 298 K. The 1H NMR signal separation within the cyclohexane ring γ-CH2s is increased when the B3LYP/6-31+G(d,p)-calculated strength of the H-bonded C-Hax?O=Cax contact interaction is increased.

Click-binol-phosphoric acid catalysts in intramolecular enantioselective oxidative C[sbnd]H-bond functionalization

Counteranion-catalysis represents an appealing but challenging approach for the development of enantioselective oxidative C[sbnd]H bond functionalization reactions. In this work, a new family of 3,3′-triazolyl BINOL-derived phosphoric acids was synthesized and employed in the intramolecular asymmetric C[sbnd]H bond functionalization of N-aryl substituted tetrahydroisoquinolines. As previously reported with related structures, the presence of the triazole groups on the catalysts was key to attain enantioselectivity. Our study also shows the importance of choosing the appropriate regioisomeric triazole groups at the BINOL backbone to achieve a more efficient chirality transfer. Moderate enantiomeric ratios were obtained with the N-benzamide substrates, whereas the change of the nature of the nucleophile fragment was translated to a dramatic loss of the enantioselectivity. Therefore, it can be foreseen that there is a need for designing further superior catalyst structures to develop future counter-anion organocatalyzed asymmetric C[sbnd]H bond functionalization reactions.

FUSED-RING COMPOUNDS, PHARMACEUTICAL COMPOSITION AND USES THEREOF

This disclosure is related to a fused-ring compound of formula (I) and/or a pharmaceutically acceptable salt thereof, a pharmaceutical composition comprising the fused ring compound of formula (I) and/or a pharmaceutically acceptable salt thereof, preparation methods thereof, and use thereof in modulating activity of indoleamine 2, 3-dioxygenase (IDO) and/or tryptophan 2, 3-dioxygenase (TDO). This disclosure further provides methods of treating IDO and/or TDO-associated diseases, including cancer, viral infection and autoimmune diseases.

2-Substituted and 2,2-disubstituted adamantane derivatives as models for studying substituent chemical shifts and C-Hax?Yax cyclohexane contacts - results from experimental and theoretical NMR spectroscopic chemical shifts and DFT structures

Abstract The complete 1H and 13C NMR chemical shifts assignment for various 2-substituted and 2,2-disubstituted adamantane derivatives 1-38 in CDCl3 solution was realized on the basis of NMR experiments combined with chemical structure information and DFT-GIAO (B3LYP/6-31+G(d,p)-GIAO) calculations of chemical shifts in solution. Substituent-induced 13C NMR chemical shifts (SCS) are discussed. C-Hax?Yax contacts are a textbook prototype of steric hindrance in organic chemistry. The nature of these contacts will be further investigated in this work on basis of new adamantane derivatives, which are substituted at C-2 to provide models for 1,4-C-Hax?Yax and 1,5-C-Hax?Yax contacts. The B3LYP/6-31+G(d,p) calculations predicted the presence of NBO hyperconjugative attractive interactions between C-Hax and Yax groups along C-Hax?Yax contacts. The 1H NMR signal separation, Δδ(γ-CH2), reflects the strength of the H-bonded C-Haxa?Yax contact.

DERIVATIVES OF BENZOTHIAZINES, PREPARATION THEREOF AND APPLICATION THEREOF AS DRUGS

The object of the present invention is benzothiazine derivatives having the capability of inhibiting 11β-HSD1 not only at an enzymatic level but also at a cell level. The compounds of the present invention are of general formula (I). Wherein notably R1 represents a hydrogen or OR1 represents an ester or an ether. R2 represents a naphthyl or a 1, 2, 3, 4-tetrahydro-naphthalene or a biphenyl or phenyl pyridine or a substituted phenyl. R3 represents a methyl or ethyl; R4 and R'4 represent a hydrogen.

REACTION OF ORGANOMAGNESIUM COMPOUNDS OF THE ADAMANTANE SERIES WITH CARBONYL COMPOUNDS

In the transformations of organomagnesium compounds of the adamantane series involving aldehydes, ketones, esters, and acid chlorides the nature of the reaction products and their yields are determined by the steric hindrances at the reaction centers of the organomagnesium and carbonyl compounds and by the ease of homolysis of the C-H bonds of the carbonyl reagent.The retardation of the faster addition of the Grignard reagent at the carbonyl group as a result of steric hindrances permits homolytic removal of a hydrogen atom from the carbonyl compounds by the adamantyl radical.