1-Hydroxy-3-amino-5,7-dimethyladamantane hydrochloride

Base Information

• Chemical Name: 1-Hydroxy-3-amino-5,7-dimethyladamantane hydrochloride
• CAS No.: 356572-08-2
• Molecular Formula: C12H21NO^.HCl
• Molecular Weight: 231.766
• Hs Code.: 2922199090
• Mol file: 356572-08-2.mol

Synonyms:1-amino-3,5-dimethyl-7-hydroxyadamantane Hydrochloride;7-Hydroxy Memantine Hydrochloride;1-HYDROXY-3-AMINO-5,7-DIMETHYLADAMANTANE HYDROCHLORIDE;

Chemical Property of 1-Hydroxy-3-amino-5,7-dimethyladamantane hydrochloride

Chemical Property:

• Melting Point: 304-306°C
• Boiling Point: 305.2 °C at 760 mmHg
• Flash Point: 138.4 °C
• PSA: 46.25000
• LogP: 3.31130
• Storage Temp.: -20?C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98%Min ^*data from raw suppliers

7-Hydroxy Memantine Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Amino-7-hydroxy-3,5-dimethyl Adamantane A metabolite of Memantine (M218000), used for the treatment of neurological disorders. 1-Hydroxy-3-amino-5,7-dimethyladamantane hydrochloride is a metabolite of Memantine (M218000), used for the treatment of neurological disorders.

Technology Process of 1-Hydroxy-3-amino-5,7-dimethyladamantane hydrochloride

There total 6 articles about 1-Hydroxy-3-amino-5,7-dimethyladamantane 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: 53.6%

N-(3-hydroxy-5,7-dimethyladamantan-1-yl)acetamide (351329-87-8) → 1-hydroxy-3-amino-5,7-dimethyladamantane hydrochloride (356572-08-2)

Guidance literature:

With hydrogenchloride; In water; at 120 ℃; for 47h;

Reference yield:

C22H38N2O5 → 1-hydroxy-3-amino-5,7-dimethyladamantane hydrochloride (356572-08-2)

Guidance literature:

Multi-step reaction with 3 steps

1: dichloromethane / 1 h / 20 °C

2: hydrogen / methanol / 12 h

3: hydrogenchloride / ethyl acetate

With hydrogenchloride; hydrogen; In methanol; dichloromethane; ethyl acetate;

DOI:10.1021/jacs.0c00212

Reference yield:

C12H22N2O*C2HF3O2 → 1-hydroxy-3-amino-5,7-dimethyladamantane hydrochloride (356572-08-2)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen / methanol / 12 h

2: hydrogenchloride / ethyl acetate

With hydrogenchloride; hydrogen; In methanol; ethyl acetate;

DOI:10.1021/jacs.0c00212

upstream raw materials:

N-(3-hydroxy-5,7-dimethyladamantan-1-yl)acetamide

1,3-dimethyladamantane

3-amino-5,7-dimethyladamantan-1-ol

1,3-dimethyl-5-adamantanol

Downstream raw materials:

1-(benzyloxycarbonyl)amino-3,5-dimethyl-7-(3-bromopropylcarbonyloxy)adamantine

1-(benzyloxycarbonyl)amino-3,5-dimethyl-7-hydroxyadamantane

1,1-dibenzylamino-3,5-dimethyl-7-hydroxy-adamantane

Refernces

• 1、 An, Qing,Chen, Yuegang,Liu, Weimin,Pan, Hui,Wang, Xin,Wang, Ziyu,Zhang, Kaining,Zuo, Zhiwei. "Cerium-Catalyzed C-H Functionalizations of Alkanes Utilizing Alcohols as Hydrogen Atom Transfer Agents". . p. 6216 - 6226. Retrieved 2020/04/27.
• 2、 -. "Aminoadamantane derivatives as therapeutic agents". . . Retrieved 2008/06/13.