404908-62-9

Basic information

• Product Name: 1-(3-BROMO-1,4-DIMETHOXY-NAPHTHALEN-2-YL)-PROPAN-2-OL
• Synonyms: 1-(3-BROMO-1,4-DIMETHOXY-NAPHTHALEN-2-YL)-PROPAN-2-OL
• CAS NO: 404908-62-9
• Molecular Formula: C15H17 Br O3
• Molecular Weight: 0
• Mol File: 404908-62-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(3-BROMO-1,4-DIMETHOXY-NAPHTHALEN-2-YL)-PROPAN-2-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-BROMO-1,4-DIMETHOXY-NAPHTHALEN-2-YL)-PROPAN-2-OL(404908-62-9)
• EPA Substance Registry System: 1-(3-BROMO-1,4-DIMETHOXY-NAPHTHALEN-2-YL)-PROPAN-2-OL(404908-62-9)

Safety Data

• Hazardous Substances Data: 404908-62-9(Hazardous Substances Data)

Usage

Derivative of Naphthalene

Yes

Explanation

The compound is derived from naphthalene, which is a type of aromatic hydrocarbon consisting of two fused benzene rings.

Explanation

The compound contains a bromine atom (Br), which is a halogen that can influence the compound's reactivity and properties.

Explanation

The compound is a secondary alcohol, meaning the hydroxyl group (-OH) is attached to a carbon atom that is bonded to two other carbon atoms.

Explanation

The compound can be utilized in organic synthesis, which involves the formation of new chemical compounds from simpler precursors.

Explanation

It can act as a reagent in various chemical reactions, facilitating or enhancing the reaction process.

Explanation

The presence of the bromine atom and methoxy groups makes the compound potentially useful in the development of pharmaceuticals and agrochemicals.

Explanation

Additional research and testing may be required to fully understand the compound's potential uses, properties, and any potential risks or side effects.

Bromine Atom

Present

Methoxy Groups

Two

Secondary Alcohol

Yes

Propan-2-ol Group

Attached to Naphthalene Ring

Organic Synthesis

Used in

Reagent in Chemical Reactions

Yes

Applications

Pharmaceuticals and Agrochemicals

Further Research and Testing

Necessary

Upstream product

• 2065-37-4 2-bromo-1,4-naphthoquinone 
• 80089-60-7 2-allyl-3-bromo-1,4-dimethoxy-naphthalene 
• 917-64-6 methyl magnesium iodide 
• 960607-56-1 2-(2-bromo-1,4-dimethoxynaphthalen-3-yl)acetaldehyde 
• 109297-44-1 2-allyl-3-bromo-1,4-naphthoquinone 
• 90-15-3 α-naphthol 
• 404908-61-8 3-bromo-2-(2',3'-epoxypropyl)-1,4-dimethoxynaphthalene 

Downstream Products

• 404909-58-6 (+)-(S)-3-bromo-2-(2'-hydroxypropyl)-1,4-dimethoxynaphthalene 
• 404909-82-6 (-)-(R)-3-bromo-2-(2'-hydroxypropyl)-1,4-dimethoxynaphthalene 

Relevant articles and documents

Stereoselective synthesis of deoxy analogues of the 3C-protease inhibitor thysanone

The synthesis of racemic 7,9-dideoxythysanone 9 was achieved starting from allylnaphthalene 5 via epoxidation and reduction to bromoalcohol 7. Subsequent lithiation of the bromide and quenching with DMF afforded lactol 8 which underwent clean oxidative demethylation to racemic 6,8-dideoxythysanone 9. The synthesis of (1R,3S)-(+)-7,9-dideoxythysanone 9 was then achieved albeit in low ee, starting from (R)-epoxide 6 which in turn was obtained via Sharpless asymmetric dihydroxylation of allylnaphthalene 5. An improved asymmetric synthesis of (1S,3R)-(+)-7,9-dideoxythysanone 9 in 72% ee was then accomplished starting from (R)-bromoalcohol 7 which was obtained via asymmetric reduction of ketone 12 using a modified chiral oxazaborolidine. The key ketone 12 in turn was prepared by Wacker oxidation of allylnaphthalene 5.

Chemoenzymatic synthesis of deoxy analogues of the DNA topoisomerase II inhibitor eleutherin and the 3C-protease inhibitor thysanone

The asymmetric synthesis of (-)-9-demethoxyeleutherin 6, (+)-9-demethoxyeleutherin 7 and (+)-7,9-deoxythysanone 8 has been achieved using a microwave assisted kinetic resolution of racemic alcohol 11 with Novozyme 435 as the key step.