(5~{S},7~{R})-3-azanyladamantan-1-ol

Base Information

• Chemical Name: (5~{S},7~{R})-3-azanyladamantan-1-ol
• CAS No.: 702-82-9
• Molecular Formula: C10H17NO
• Molecular Weight: 167.251
• Hs Code.: 29221990
• European Community (EC) Number: 615-098-6
• Nikkaji Number: J2.972.538A
• Mol file: 702-82-9.mol

Synonyms:(5~{S},7~{R})-3-azanyladamantan-1-ol;LOW;SCHEMBL2681204;SCHEMBL2681206;3-Amino-1-adamantanol, 96%;BCP14067;AKOS005146538;(1s,3r,5R,7S)-3-aminoadamantan-1-ol;AC-25878;AS-14166;BP-12746;F11001;Q-101365

Chemical Property of (5~{S},7~{R})-3-azanyladamantan-1-ol

Chemical Property:

• Appearance/Colour: slight yellow or white powder
• Vapor Pressure: 0.00115mmHg at 25°C
• Melting Point: 265 °C (dec.)(lit.)
• Refractive Index: 1.624
• Boiling Point: 266.8 °C at 760 mmHg
• PKA: 15.07±0.40(Predicted)
• Flash Point: 115.2 °C
• PSA: 46.25000
• Density: 1.252 g/cm³
• LogP: 1.72910
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in organic solvents,insoluble in water.
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 167.131014166
• Heavy Atom Count: 12
• Complexity: 212

Purity/Quality:

99% up ^*data from raw suppliers

1-Amino-3-adamantanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3(CC1CC(C2)(C3)O)N
• Isomeric SMILES: C1[C@@H]2CC3(C[C@H]1CC(C2)(C3)O)N
• Uses: It is employed in the synthesis of inhibitors with antihyperglycemic properties. vil- dagliptin is synthesised from 3-Amino-1-adamantanol. As reagent, 3-Amino-1-hydroxyadamantane can be used in the preparation of Vildagliptin. 3-Amino-1-hydroxyadamantane can be employed in the synthesis of inhibitors with antihyperglycemic properties.

Technology Process of (5~{S},7~{R})-3-azanyladamantan-1-ol

There total 15 articles about (5~{S},7~{R})-3-azanyladamantan-1-ol 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: 95.0%

amantadine hydrochloride (665-66-7,13878-11-0) → 3-aminoadamantan-1-ol (702-82-9)

Guidance literature:

amantadine hydrochloride; With sulfuric acid; nitric acid; boric acid; In water; at 10 - 20 ℃; for 4h;

With potassium hydroxide; In water; at 10 - 20 ℃; for 4h; pH=12;

DOI:10.1177/1747519820967123

Reference yield: 95.0%

3-nitroadamantan-1-ol (67496-92-8) → 3-aminoadamantan-1-ol (702-82-9)

Guidance literature:

Reference yield: 90.0%

1-Adamantanamine (768-94-5) → 3-aminoadamantan-1-ol (702-82-9)

Guidance literature:

1-Adamantanamine; With sulfuric acid; nitric acid; In water; at 5 - 25 ℃;

With water; sodium hydroxide; at 0 - 40 ℃; for 1h;

upstream raw materials:

amantadine hydrochloride

3-nitroadamantan-1-ol

1-Adamantanamine

3-nitro-1-amantadine

Downstream raw materials:

(S)-1-[2-(3-hydroxyadamantan-1-ylamino)acetyl]pyrrolidine-2-carboxylic acid amide

vildagliptin

benzyl ((3-hydroxy)adamantan-1-yl)carbamate

3-[[(phenylamino)carbonyl]oxy]-1-aminoadamantane

Refernces

• 1、 -. "3 - Amino -1 - adamantanol and preparation method and application thereof". Paragraph 0028; 0030-0045. . Retrieved 2021/10/02.
• 2、 -. "3-amino-1-adamantanol and synthesis method thereof". Paragraph 0050-0078; 0084-0085. . Retrieved 2021/04/26.