8-Isopropyl-8-azabicyclo[3.2.1]octan-3-one

Base Information

• Chemical Name: 8-Isopropyl-8-azabicyclo[3.2.1]octan-3-one
• CAS No.: 3423-28-7
• Molecular Formula: C10H17NO
• Molecular Weight: 167.251
• Hs Code.: 2933990090
• European Community (EC) Number: 222-315-4
• DSSTox Substance ID: DTXSID30955776
• Nikkaji Number: J205.519H
• Mol file: 3423-28-7.mol

Synonyms:8-isopropyl-8-azabicyclo[3.2.1]octan-3-one;3423-28-7;8-propan-2-yl-8-azabicyclo[3.2.1]octan-3-one;8-(propan-2-yl)-8-azabicyclo[3.2.1]octan-3-one;EINECS 222-315-4;UNII-2AX5JUG49K;8-Isopropyl-8-azabicyclo(3.2.1)octan-3-one;Isopropyl nortropinone;N-Isopropylnortropinone;EC 222-315-4;8-Azabicyclo(3.2.1)octan-3-one, 8-(1-methylethyl)-;SCHEMBL1922253;DTXSID30955776;BCP34241;AKOS011240352;FT-0708002;EN300-88983;8-isopropyl-8-aza-bicyclo[3.2.1]octan-3-one;8-isopropyl-8-azabicyclo[3.2. 1]octan-3-one;8-Isopropylnortropinone;8-Isopropyl-8-azabicyclo[3.2.1]octan-3-one

Chemical Property of 8-Isopropyl-8-azabicyclo[3.2.1]octan-3-one

Chemical Property:

• Vapor Pressure: 0.017mmHg at 25°C
• Refractive Index: 1.5
• Boiling Point: 254.7 °C at 760 mmHg
• PKA: 9.09±0.20(Predicted)
• Flash Point: 100.5 °C
• PSA: 20.31000
• Density: 1.028 g/cm³
• LogP: 1.52860
• Storage Temp.: Room Temperature
• Solubility.: Ethyl Acetate; Dichloromethane; Chloroform
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 167.131014166
• Heavy Atom Count: 12
• Complexity: 184

Purity/Quality:

99% ^*data from raw suppliers

8-isopropyl-8-azabicyclo[3.2.1]octan-3-one 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)N1C2CCC1CC(=O)C2
• Uses: (1R,5S)-8-Isopropyl-8-azabicyclo[3.2.1]octan-3-one is an intermediate for the synthesis of (S)-(1R,3r,5S)-8-Isopropyl-8-azabicyclo[3.2.1]octan-3-yl 3-Hydroxy-2-phenylpropanoate (I824270), which is a compound that can be synthesized from Atropine (A794630), a nerve agent that occurs naturally in plants of the nightshade family.

Technology Process of 8-Isopropyl-8-azabicyclo[3.2.1]octan-3-one

There total 4 articles about 8-Isopropyl-8-azabicyclo[3.2.1]octan-3-one 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: 40.0%

acetone dicarboxylic acid + isopropylamine (75-31-0) + trisodium citrate dihydrate (6132-04-3) → 8-aza-8-isopropyl-bicyclo<3.2.1>octan-3-one (3423-28-7)

Guidance literature:

With hydrogenchloride; In water;

Reference yield:

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + acetonedicarboxylic acid (542-05-2) → 8-aza-8-isopropyl-bicyclo<3.2.1>octan-3-one (3423-28-7)

Guidance literature:

With hydrogenchloride; sodium acetate; diisopropylamine; In water;

Reference yield:

3-oxo-8-propyl-8-aza-bicyclo[3.2.1]octane-2,4-dicarboxylic acid → 8-aza-8-isopropyl-bicyclo<3.2.1>octan-3-one (3423-28-7)

Guidance literature:

With hydrogenchloride; at 70 ℃; for 1h;

DOI:10.1016/S0031-9422(99)00292-7

upstream raw materials:

cis,trans-2,5-dimethoxytetrahydrofuran

acetonedicarboxylic acid

isopropylamine

trisodium citrate dihydrate

Downstream raw materials:

endo-8-(1-methylethyl)-8-azabicyclo<3.2.1>octan-3-ol

exo-8-(1-methylethyl)-8-azabicyclo<3.2.1>octan-3-ol

Refernces

• 1、 -. "Bicyclic amines". . . Retrieved 2008/06/13.
• 2、 NADOR,HAJDU,SZECSO,ZIMA. "The chemistry of N-alkyl-nor-tropinones and of their reduction products.". . p. 305 - 309. Retrieved 2007/10/04.