99907-80-9

Basic information

• Product Name: Methyl 2-amino-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate
• Synonyms: methyl 2-amino-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate;2-Amino-1,2,3,4-tetrahydro-5,8-dimethoxy-2-naphthalenecarboxylic acid methyl ester;2-Naphthalenecarboxylic acid, 2-amino-1,2,3,4-tetrahydro-5,8-dimethoxy-,methyl ester;2-amino-5,8-dimethoxy-1,2,3,4-tetrahydro-2-naphthoic acid;2-Naphthalenecarboxylic acid, 2-amino-1,2,3,4-tetrahydro-5,8-dim
• CAS NO: 99907-80-9
• Molecular Formula: C14H19NO4
• Molecular Weight: 265.3
• Mol File: 99907-80-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 413.6 °C at 760 mmHg
• Flash Point: 183.5 °C
• Appearance: /
• Density: 1.164
• Refractive Index: 1.533
• CAS DataBase Reference: Methyl 2-amino-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-amino-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate(99907-80-9)
• EPA Substance Registry System: Methyl 2-amino-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate(99907-80-9)

Safety Data

• Hazardous Substances Data: 99907-80-9(Hazardous Substances Data)

Usage

General Description

Methyl 2-amino-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate is a complex and specific organic chemical compound. It contains a methyl group, two methoxy groups, an amino group, and a carboxylate group attached to a tetrahydronaphthalene structure. Methyl 2-amino-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate may have potential applications in pharmaceutical or agrochemical industries due to its complex structure and functional groups. It may also possess interesting biological or chemical properties that could be of interest for further research and development.

InChI:InChI=1/C14H19NO4/c1-17-11-4-5-12(18-2)10-8-14(15,13(16)19-3)7-6-9(10)11/h4-5H,6-8,15H2,1-3H3

Upstream product

• 37464-90-7 5,8-dimethoxy-2-tetralone 
• 67-56-1 methanol 
• 99907-84-3 2-amino-5,8-dimethoxy-1,2,3,4-tetrahydro-2-naphthoic acid 

Downstream Products

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

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.