(s)-2-Amino-5-methoxytetralin hydrochloride

Base Information

• Chemical Name: (s)-2-Amino-5-methoxytetralin hydrochloride
• CAS No.: 58349-17-0
• Molecular Formula: C₁₁H₁₅NO*ClH
• Molecular Weight: 213.707
• Hs Code.: 2932999099
• European Community (EC) Number: 611-645-8
• DSSTox Substance ID: DTXSID30483988
• Mol file: 58349-17-0.mol

Synonyms:58349-17-0;(s)-2-amino-5-methoxytetralin hydrochloride;(S)-5-Methoxy-1,2,3,4-tetrahydronaphthalen-2-amine hydrochloride;(S)-(-)-5-methoxy-2-aminotetraline hydrochloride;(2S)-5-methoxy-1,2,3,4-tetrahydronaphthalen-2-amine hydrochloride;(2S)-5-methoxy-1,2,3,4-tetrahydronaphthalen-2-amine;hydrochloride;MFCD08443937;2-Naphthalenamine, 1,2,3,4-tetrahydro-5-methoxy-, hydrochloride, (2S)-;SCHEMBL3468007;DTXSID30483988;CGLCAQWQPIFKRX-FVGYRXGTSA-N;BCP12379;CS-M1827;AKOS015914933;SS-4843;AC-26363;PD016907;(S)-2-Amino-5-methoxytetraline hydrochloride;A24940;(S)-5-Methoxy-1,2,3,4-tetrahydronaphthalen-2-amine HCl;(S)-5-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-ylamine hydrochloride;(2S)-5-Methoxy-1,2,3,4-tetrahydronaphthalen-2-amine--hydrogen chloride (1/1);(S)-2-Amino-5-methoxytetrahydronaphthalene hydrochloride;(S)-2-Amino-5-methoxytetralin hydrochloride;4-tetrahydro-5-Methoxy-

Chemical Property of (s)-2-Amino-5-methoxytetralin hydrochloride

Chemical Property:

• Melting Point: 262-265 °C
• Boiling Point: 283.85℃[at 101 325 Pa]
• PSA: 35.25000
• LogP: 3.01350
• Storage Temp.: -196°C
• Water Solubility.: 39.6g/L at 20℃
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 213.0920418
• Heavy Atom Count: 14
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

(S)-5-Methoxy-1,2,3,4-tetrahydronaphthalen-2-amineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC2=C1CCC(C2)N.Cl
• Isomeric SMILES: COC1=CC=CC2=C1CC[C@@H](C2)N.Cl
• Uses: (S)-5-Methoxy-1,2,3,4-tetrahydronaphthalen-2-amine Hydrochloride is an intermediate for Rotigotine (R700700), which is a non-ergot dopamine agonist drug and is indicated for the treatment of Parkinson’s disease.

Technology Process of (s)-2-Amino-5-methoxytetralin hydrochloride

There total 9 articles about (s)-2-Amino-5-methoxytetralin hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

benzyl 5-methoxy-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate (1309876-80-9) → SKF 87967 hydrochloride (3880-88-4,58349-15-8,58349-17-0)

Guidance literature:

With chloroform; palladium on carbon; hydrogen; In methanol; at 20 ℃; for 24h;

DOI:10.1080/00397911.2010.495043

Reference yield:

5-methoxy-2-tetralone (32940-15-1) → SKF 87967 hydrochloride (3880-88-4,58349-15-8,58349-17-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 35 g / 1 N NaOH / ethanol; H₂O / pH 8.2

2: 1.) B₂H₆, 2.) concd. HCl / 1.) THF, reflux, 3 h, 2.) reflux, 15 min

With hydrogenchloride; sodium hydroxide; diborane; In ethanol; water;

DOI:10.1021/jm00344a009

Reference yield:

5-Methoxy-3,4-dihydro-1H-naphthalen-2-one O-methyl-oxime (80270-84-4) → SKF 87967 hydrochloride (3880-88-4,58349-15-8,58349-17-0)

Guidance literature:

With hydrogenchloride; diborane; Yield given. Multistep reaction; 1.) THF, reflux, 3 h, 2.) reflux, 15 min;

DOI:10.1021/jm00344a009

upstream raw materials:

5-Methoxy-3,4-dihydro-1H-naphthalen-2-one O-methyl-oxime

5-methoxy-2-tetralone

benzyl 5-methoxy-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate

5-bromo-2-naphthalenecarboxylic acid methyl ester

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