844638-47-7

Usage

Chemical structure

A dioxaspirodecanone ring with a phenylamino group attached at the 7th position, in a (7S) stereochemical configuration.

Molecular weight

Approximately 271.33 g/mol

Dioxaspiro

A spiro compound containing two oxygen atoms

Phenylamino

An amino group attached to a phenyl ring

Oxo

A carbonyl group (C=O)

Stereochemistry

(7S) configuration, indicating the arrangement of atoms around the chiral center at the 7th position

Pharmaceutical industry

As a building block for the synthesis of complex organic molecules or as a precursor for the development of new pharmaceutical compounds

Organic synthesis

Due to its unique structure and reactivity

Relevance

Interesting compound for further study and exploration in the fields of chemistry and drug development

Solubility

Not explicitly mentioned in the material, but likely soluble in organic solvents such as ethanol, methanol, or acetone

Stability

Not explicitly mentioned in the material, but generally stable under normal laboratory conditions

Safety precautions

As with any chemical, it is important to follow proper safety protocols, including wearing appropriate personal protective equipment (PPE) and handling the compound in a well-ventilated area or fume hood.

Upstream product

• 139025-86-8 4-(1,4-dioxaspiro<4.5>dec-7-en-8-yl)piperidine 
• 586-96-9 Nitrosobenzene 
• 4746-97-8 cyclohexanedione monoethylene ketal 

Downstream Products

• 132746-89-5 (+)-(R)-4-hydroxycyclohex-2-enone 
• 164577-42-8 <(4R)-(+)-tert-Butoxydimethylsiloxy>-2-cyclohexen-1-on 

Relevant academic research and scientific papers

Total Synthesis of the Potent and Broad-Spectrum Antibiotics Amycolamicin and Kibdelomycin

The complex and intriguing structures of the antibiotics amycolamicin and kibdelomycin are herein confirmed through total synthesis. Careful titration of the synthetic products reveals that kibdelomycin is the salt form of amycolamicin. This synthesis emp

Progress toward a Convergent, Asymmetric Synthesis of Jervine

Progress toward a convergent approach for the enantioselective synthesis of the Veratrum alkaloid jervine is presented. The two requisite fragments were stereoselectively and efficiently fashioned from economical and readily available reagents. Key reactions include (a) a highly diastereoselective Ireland-Claisen rearrangement to establish the necessary cis-relationship between the amine and methyl group on the tetrahydrofuran E-ring; (b) a diastereoselective selenoetherification reaction that enabled the assembly of the D/E oxaspiro[4.5]decene in the needed configuration; and (c) an enzymatic desymmetrization of an abundant achiral diol en route to a key four-carbon building block as a practical alternative to a protected Roche ester reduction.

OPTICALLY ACTIVE ALPHA-AMINOOXYKETONE DERIVATIVES AND PROCESS FOR PRODUCTION THEREOF

The corresponding α-aminooxy ketone is manufactured with a high yield and a high enantioselectivity. A manufacturing method for an optically active α-aminooxy ketone derivative expressed by formula (1), wherein a ketone expressed by formula (2) is caused

A highly selective, organocatalytic route to chiral 1,2-oxazines from ketones

A sequential, organocatalysed asymmetric reaction to access chiral 1,2-oxazines from achiral ketone starting materials is reported, which proceeds in moderate to good yields and excellent enantioselectivity. The Royal Society of Chemistry 2006.

Bronsted acid catalysis of achiral enamine for regio- and enantioselective nitroso aldol synthesis

Two types of chiral Bronsted acid catalysts have been shown to catalyze regio- and enantioselective nitroso aldol synthesis between nitrosobenzene and achiral enamine. The combination of Bronsted acidity and amine moiety of enamine realizes complete regioselectivity with high enantioselectivity. After a survey of Bronsted acid catalysts, 1-naphthyl glycolic acid is found to be optimal in the O-nitroso aldol pathway, while 1-naphthyl TADDOL is the best catalyst for the N-nitroso aldol pathway. This is based on our finding on the control of regioselectivity by changing the amine moiety of enamine and the choice of Bronsted acidity. Copyright