41098-96-8

Basic information

• Product Name: 1-[(2R)-1,2,3,4-Tetrahydro-2-hydroxy-5,8-dimethoxy-2-naphthalenyl]-ethanone
• Synonyms: 1-[(2R)-1,2,3,4-Tetrahydro-2-hydroxy-5,8-dimethoxy-2-naphthalenyl]-ethanone;Ethanone,1-(1,2,3,4-tetrahydro-2-hydroxy-5,8-diMethoxy-2-naphthalenyl)-, (R)-;(R)-1-(2-hydroxy-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl)ethanone
• CAS NO: 41098-96-8
• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.29032
• Mol File: 41098-96-8.mol
• Article Data: 18

Chemical Properties

• Melting Point: 128-129℃ (ethyl ether hexane )
• Appearance: /
• Density: 1.186±0.06 g/cm3 (20 ºC 760 Torr)
• CAS DataBase Reference: 1-[(2R)-1,2,3,4-Tetrahydro-2-hydroxy-5,8-dimethoxy-2-naphthalenyl]-ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(2R)-1,2,3,4-Tetrahydro-2-hydroxy-5,8-dimethoxy-2-naphthalenyl]-ethanone(41098-96-8)
• EPA Substance Registry System: 1-[(2R)-1,2,3,4-Tetrahydro-2-hydroxy-5,8-dimethoxy-2-naphthalenyl]-ethanone(41098-96-8)

Safety Data

• Hazardous Substances Data: 41098-96-8(Hazardous Substances Data)

Usage

General Description

1-[(2R)-1,2,3,4-Tetrahydro-2-hydroxy-5,8-dimethoxy-2-naphthalenyl]-ethanone, also known as tetrahydro-2-hydroxy-5,8-dimethoxy-2-naphthalenyl]-ethanone, is a chemical compound with the molecular formula C16H18O4. It is a ketone derivative that contains a naphthalene ring and two methoxy groups. 1-[(2R)-1,2,3,4-Tetrahydro-2-hydroxy-5,8-dimethoxy-2-naphthalenyl]-ethanone is mainly used in pharmaceutical research and drug development due to its potential pharmacological activities. It has shown promising antioxidant, anti-inflammatory, and anti-cancer properties in pre-clinical studies. The stereochemistry of the compound, with the 2R configuration, is important for its biological activity, as it affects the interactions with biological targets. Overall, 1-[(2R)-1,2,3,4-Tetrahydro-2-hydroxy-5,8-dimethoxy-2-naphthalenyl]-ethanone holds potential for the development of new therapeutic agents and is an important target for further research.

Upstream product

• 70526-26-0 (2R)-methyl 1,2,3,4-tetrahydro-2-hydroxy-5,8-dimethoxy-naphthalene-2-carboxylate 
• 77-78-1 dimethyl sulfate 
• 104371-47-3 (R)-2-<1(R)-Hydroxyethyl>-5,8-dimethoxy-1,2,3,4-tetrahydro-2-naphthol 
• 70526-23-7 (2R)-5,8-dimethoxy-(3'rC¹,8'ac)-3,4,6',7',8',8'a-hexahydro-1H-spiro[naphthalene-2,3'-pyrrolo[2,1-c][1,4]oxazine]-1',4'-dione 
• 133361-49-6 (R)-methyl 2-hydroxy-5,8-dimethoxy-1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate 
• 101665-26-3 5,8-dimethoxy-2-(2-trimethylsilylethyhyl)-1,2,3,4-tetrahydro-2-naphtol 
• 134393-13-8 [5,8-Dimethoxy-3,4-dihydro-1H-naphthalen-(2E)-ylidene]-acetaldehyde 
• 76527-46-3 (+/-)-6-methoxy-(4arH,8acH)-4a,5,8,8a-tetrahydro-naphthoquinone-(1,4) 
• 6395-09-1 Methyl 5,8-dimethoxy-1,2,3,4-tetrahydro-2-naphthoate 
• 69031-42-1 2-Ethynyl-2-hydroxy-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene 
• 110298-52-7 (Z)-2-(2-Acetoxyethylidene)-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene 
• 104303-08-4 (R)-2-<1(S)-Hydroxy-2-phenylthioethyl>-5,8-dimethoxy-1,2,3,4-tetrahydro-2-naphthol 
• 134393-12-7 2-(E-2-Acetoxyvinyl)-3,4-dihydro-5,8-dimethoxynaphthalene 
• 104303-03-9 2-Acetoxy-2-allyl-5,8-dimethoxy-1,2,3,4-tetrahydronapthalene 

Downstream Products

• 63229-48-1 (8R)-8-acetyl-7,8,9,10-tetrahydro-6,8,11-trihydroxy-5,12-naphthacenedione 
• 85405-57-8 (+)-7-deoxy-4-demethoxydaunomycinone 
• 65529-77-3 4-demethoxy-7-deoxydaunomycinone 

Relevant articles and documents

A highly enantioselective synthesis of (R)-(-)-2-acetyl-5,8-dimethoxy-1,2,3,4-tetrahydro-2-naphthol. A key intermediate in the synthesis of anthracyclinones

AB-Synthon (R)-(-)-5, a key intermediate in the asymmetric synthesis of anthracyclinones 3 and 4 is prepared in 35% overall yield and >95% ee. The key step involves hydroxylation of the potassium enolate of 7 using N-sulfonyloxaziridine (-)-6c.

Efficient enantioselective synthesis of (R)-2-acetyl-2-hydroxy-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene, the key intermediate in the synthesis of anthracycline antibiotics

A simple, efficient, enantioselective synthesis of (R)-2-acetyl-2-hydroxy-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene, the key intermediate in the synthesis of anthracycline antibiotics, is described. The synthetic procedure starts with the Sharpless asymmetric dihydroxylation of 2-acetyl-5,8-dimethoxy-3,4-dihydronaphthalene: the diol obtained is regioselectively transformed into the corresponding chloroacetate which is dehalogenated and saponified to give the desired title compound in four steps with satisfactory yield (52%). No separation step is necessary at any point of the synthetic process. An efficient procedure for the synthesis of the starting enone and the stereoselectivity of the methanolysis of the intermediate chloroacetate are also reported.

A new stereocontrolled entry into the anthracyclinone families. Part 1: Synthesis of bicyclic precursors of 4-demethoxy-7-deoxy-derivatives

A new and versatile strategy to obtain enantiomerically pure bicyclic precursors of compounds belonging to different anthracyclinone families is reported. Completely stereoselective hydrocyanation of (R)-4-(2,5-dimethoxyphenyl)-1-p-tolysulfinyl-2-butanone

Short-step asymmetric syntheses of anthracycline antibiotics via enantioselective dihydroxylation by osmium tetroxide with a chiral diamine

Short-step asymmetric syntheses of (+)-7-dehydroxy-4-demethoxydaunomycinone 4 and (-)-9-deacetyl-7-dehydroxy-4-demethoxy-9-hydroxymethyldaunomycinone 5 were accomplished via enantioselective dihydroxylation by osmium tetroxide with chiral diamine 13.