3-Amino-1-adamantanol

3-Amino-1-adamantanol

Product Introduction

3-Amino-1-adamantanol Basic information
Product Name: 3-Amino-1-adamantanol
Synonyms: CHEMBRDG-BB 4003530;3-AMINO-1-ADAMANTANOL;3-Amino-1-hydroxyadamantane;3-AMINOADAMANTAN-1-OL;AKOS BB-9784;1-AMINO-3-ADAMANTANOL;1-AMINO-3-HYDROXYADAMANTANE;3-Hydroxy-1-aminoadamantane
CAS: 702-82-9
MF: C10H17NO
MW: 167.25
EINECS: 615-098-6
Product Categories: Amino Alcohols;Building Blocks;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds;intermediate;Adamantane derivatives;Adamantanes;Fused Ring Systems;Amino Alcohols;Organic Building Blocks;Oxygen Compounds;Intermediates & Fine Chemicals;Pharmaceuticals;Heterocycles series;Alcohols and Derivatives;Amines and Anilines;Amines;702-82-9
Mol File: 702-82-9.mol
3-Amino-1-adamantanol Structure
 
3-Amino-1-adamantanol Chemical Properties
Melting point 265 °C (dec.)(lit.)
Boiling point 266.8±23.0 °C(Predicted)
density 1.252±0.06 g/cm3(Predicted)
Fp 230 °F
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Crystalline Powder
pka 15.07±0.40(Predicted)
color White to yellow
Water Solubility Soluble in organic solvents,insoluble in water.
InChI InChI=1S/C10H17NO/c11-9-2-7-1-8(3-9)5-10(12,4-7)6-9/h7-8,12H,1-6,11H2
InChIKey DWPIPTNBOVJYAD-UHFFFAOYSA-N
SMILES C12(O)CC3CC(CC(N)(C3)C1)C2
CAS DataBase Reference 702-82-9(CAS DataBase Reference)
 
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
HazardClass IRRITANT
HS Code 29221990
 
MSDS Information
Provider Language
SigmaAldrich English
 
3-Amino-1-adamantanol Usage And Synthesis
Description 3-Amino-1-adamantanol is an important adamantane drug intermediate mainly used in the synthesis of inhibitors with antihyperglycaemic properties for the preparation of Vildagliptin, a dipeptidyl peptidase 4 (DPP-4) inhibitor used in the treatment of type 2 diabetes.
Chemical Properties White solid
Uses It is employed in the synthesis of inhibitors with antihyperglycemic properties. vil- dagliptin is synthesised from 3-Amino-1-adamantanol.
Uses As reagent, 3-Amino-1-hydroxyadamantane can be used in the preparation of Vildagliptin.
Uses 3-Amino-1-hydroxyadamantane can be employed in the synthesis of inhibitors with antihyperglycemic properties.
Synthesis A preparation method of 3-amino-1-adamantanol comprises the following steps: (1) adding amantadine or a salt thereof to sulfuric acid at 10-30 DEG C and adding a mixed acid dropwise to perform a nitration reaction to obtain a reaction liquid; (2) adding the reaction liquid to water and mixing the reaction liquid with water to obtain a mixed solution; (3) performing a hydroxylation reaction under the effect of alkaline to obtain the 3-amino-1-adamantanol. The preparation method employs the raw material, is easy to obtain, is simple in operations, is environmentally protective, is low in cost, and is high in yield, which is generally higher than 80%, maximally 90.1%.
 
3-Amino-1-adamantanol Preparation Products And Raw materials

 

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