99907-84-3

Basic information

• Product Name: 2-Amino-1,2,3,4-tetrahydro-5,8-dimethoxy-2-naphthalenecarboxylic acid
• Synonyms: 2-Amino-1,2,3,4-tetrahydro-5,8-dimethoxy-2-naphthalenecarboxylic acid;s(-)-2-aMino-5,8-diMethoxy-1234-tetrahydro-2-naphthoic acid;2-Naphthalenecarboxylic acid, 2-aMino-1,2,3,4-tetrahydro-5,8-diMethoxy-;2-Amino-5,8-Dimethoxy-1,2,3
• CAS NO: 99907-84-3
• Molecular Formula: C13H17NO4
• Molecular Weight: 251.28
• Mol File: 99907-84-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: 274-277℃
• Boiling Point: 476.6 °C at 760 mmHg
• Flash Point: 242.1 °C
• Appearance: /
• Density: 1.240
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 2-Amino-1,2,3,4-tetrahydro-5,8-dimethoxy-2-naphthalenecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-1,2,3,4-tetrahydro-5,8-dimethoxy-2-naphthalenecarboxylic acid(99907-84-3)
• EPA Substance Registry System: 2-Amino-1,2,3,4-tetrahydro-5,8-dimethoxy-2-naphthalenecarboxylic acid(99907-84-3)

Safety Data

• Hazardous Substances Data: 99907-84-3(Hazardous Substances Data)

Usage

General Description

2-Amino-1,2,3,4-tetrahydro-5,8-dimethoxy-2-naphthalenecarboxylic acid is a chemical compound with the molecular formula C15H19NO5. It is a derivative of naphthalene and contains a carboxylic acid group, as well as amine and methoxy functional groups. 2-Amino-1,2,3,4-tetrahydro-5,8-dimethoxy-2-naphthalenecarboxylic acid is used in the synthesis of pharmaceuticals and agrochemicals. It has potential biological activity and may have medicinal properties, making it of interest in the development of new drugs.

InChI:InChI=1S/C6H4BrF3N2/c7-4-2-12-5(11)1-3(4)6(8,9)10/h1-2H,(H2,11,12)

Upstream product

• 37464-90-7 5,8-dimethoxy-2-tetralone 

Downstream Products

• 99907-80-9 methyl 2-amino-5,8-dimethoxy-1,2,3,4-tetrahydro-2-naphthoate 
• 99907-83-2 (R)-(-)-2-amino-5,8-dimethoxy-1,2,3,4-tetrahydro-2-naphthoic acid methyl ester 
• 99907-82-1 (RS)-2-acetyl-2-acetamido-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene 
• 86264-61-1 (R)-(-)-2-acetyl-2-acetamido-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene 
• 86264-76-8 (R)-(-)-9-acetamido-9-<1,1-(ethylenedioxy)ethyl>-6,11-dihydroxy-7,8,9,10-tetrahydro-5,12-naphthacenedione 
• 110267-81-7 Amrubicin 

Relevant articles and documents

Stereospecific Total Synthesis of 9-Aminoanthracyclines: (+)-9-Amino-9-deoxydaunomycin and Related Compounds

9-amino-9-deoxydaunomycin and related compounds, in which the hydroxyl group at the 9-position of daunomycin is replaced by an amino group, have been synthesized.Asymmetry was introduced into the synthetic sequence for the AB synthon by resolution of the intermediate amino ester or acetamido acid to afford (R)-(-)-2-acetyl-2-acetamido-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene, which was converted to the tetracyclic amido ketones by Friedel-Crafts acylation with phthalic anhydride or its 3-methoxy derivative.The resulting regioisomers 4- and 1-methoxy compounds were separed, after methylation and selective demethylation, by crystallization and preparative TLC.The required introduction of the C7-hydroxyl function proceeded stereosepcifically via a three-step reaction sequence involving formation of an oxazine compound.The silver trifluoromethane assisted glycosidation of the resulting aglycons with 2-deoxy-3,4-di-O-acetyl-D-erythro-pentopyranosyl bromide or N,O-bis(trifluoroacetyl)daunosaminyl chloride, followed by alkaline hydrolysis afforded the target glycosides.The work reported herein comprises an efficient, practical synthesis of 9-amino-9-deoxydaunomycin and its analogues with the same stereochemistry as in the naturally occurring anthracyclines.