17768-36-4

Usage

Chemical Properties

Light yellow powder

InChI:InChI=1/C12H18O3/c13-10(14)6-11-2-8-1-9(3-11)5-12(15,4-8)7-11/h8-9,15H,1-7H2,(H,13,14)/p-1/t8-,9-,11?,12?/m1/s1

Upstream product

• 17768-34-2 (3-bromo-1-adamantyl)acetic acid 
• 4942-47-6 (adamant-1-yl)-acetic acid 
• 75-35-4 1,1-Dichloroethylene 
• 281-23-2 adamantane 
• 81918-19-6 3-hydroxyadamantane-1-acetic acid methyl ester 
• 768-90-1 1-Adamantyl bromide 
• 768-95-6 1-adamanthanol 
• 144152-49-8 2-(3-nitroxyadamantan-1-yl)acetic acid 
• 56531-58-9 3-(carboxymethyl)adamantane-1-carboxylic acid 

Downstream Products

• 1381781-55-0 α-[3-(3,4-dimethylphenyl)-1-adamantyl]sulfoacetic acid 
• 876866-55-6 [3-(4-methylphenyl)-1-adamantyl]acetic acid 

Relevant academic research and scientific papers

One-pot synthesis of cage alcohols

An efficient one-pot procedure has been developed for the synthesis of cage alcohols with hydroxy groups in the bridgehead positions. The procedure includes initial nitroxylation with nitric acid or a mixture of nitric acid with acetic acid and subsequent hydrolysis in the presence of urea.

Synthesis of hydroxy derivatives from adamantanecarboxylic acids in the system MnO2–H2SO4

A convenient procedure has been developed for the synthesis of mono- and dihydric cage alcohols from adamantanecarboxylic acids and their esters using the MnO2–H2SO4system. The reaction at elevated temperature involved both decarboxylation and decarbonylation of the initial acid or ester.

Adamantane derivative, process for producing the same, and use thereof

A compound represented by general formula (1) or an innocuous salt thereof, a process for producing the same, and a schizophrenia remedy containing the same as the active ingredient (wherein the nitrogeneous ring B represents 3-azabicyclo [3.2.2] nonan-3-yl or 4-azatricyclo [4.3.1.13.8 ] undecan-4-yl; and R represents hydrogen, lower alkyl, lower alkoxy, hydroxy or halogen). The above compound and salt have a high affinity for sigma-binding sites and are useful as an antischizophrenic drug.

SYNTHESIS OF 2,2'-(ADAMANTYLENE-1,3)-DIETHANOIC ACIDS

Via direct oxidative addition of 1,1-dichloroethylene to adamantane or 1,3-dimethyladamantane one obtains diethanoic acids of the adamantane series, which are useful in themselves or for preparation of other functional derivatives.Optimal reaction conditions were found by mathematical modeling.Keywords: synthesis, adamantane, dimethyladamantane, 1,1-dichloroethylene, 1,3-bis(carboxymethyl)adamantane, 1,3-bis(carboxymethyl)-5,7-dimethyladamantane, mathematical planning.

Oxy-Functionalization of Adamante-1-acetic Acid and Adamantane-1-carboxylic Acid by the Ferrous Iron-Molecular Oxygen System in Aqueous Solution

Oxygenation reactions of adamantanes with ferrous iron-molecular oxygen in phosphate buffer were investigated and the structures of the products were elucidated.In the reaction of adamantane-1-acetic acid (1a), five oxygenated products, the C(2)-oxo, C(4)-oxo, C(2),C(6)-dioxo, C(4)-ol, and C(3)-ol derivatives, were obtained.Similar oxygenation also occurred in the reaction of adamantane-1-carboxylic acid (2a) to give three products, the C(4)-oxo, C(4)-ol, and C(3)-ol derivatives.The oxy-functionalization of 1a and 2a in 0.5M phosphate buffer (pH 6.8) was found to occur almost quantitatively on addition of an appropriate amount of ferrous iron.