1-Azabicyclo[2.2.2]octan-3-one, 2-(diphenylmethyl)-, (2S)-

Base Information

• Chemical Name: 1-Azabicyclo[2.2.2]octan-3-one, 2-(diphenylmethyl)-, (2S)-
• CAS No.: 683206-53-3
• Molecular Formula: C20H21NO
• Molecular Weight: 291.393
• DSSTox Substance ID: DTXSID80467652
• Wikidata: Q82294694
• Mol file: 683206-53-3.mol

Synonyms:683206-53-3;1-AZABICYCLO[2.2.2]OCTAN-3-ONE, 2-(DIPHENYLMETHYL)-, (2S)-;(2S)-2-(DIPHENYLMETHYL)-1-AZABICYCLO[2.2.2]OCTAN-3-ONE;(2S)-2-benzhydryl-1-azabicyclo[2.2.2]octan-3-one;SCHEMBL6135225;DTXSID80467652;(2S)-2-benzhydrylquinuclidin-3-one;AG-G-62101

Chemical Property of 1-Azabicyclo[2.2.2]octan-3-one, 2-(diphenylmethyl)-, (2S)-

Chemical Property:

• PSA: 20.31000
• LogP: 3.41970
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 291.162314293
• Heavy Atom Count: 22
• Complexity: 369

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN2CCC1C(=O)C2C(C3=CC=CC=C3)C4=CC=CC=C4
• Isomeric SMILES: C1CN2CCC1C(=O)[C@@H]2C(C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of 1-Azabicyclo[2.2.2]octan-3-one, 2-(diphenylmethyl)-, (2S)-

There total 2 articles about 1-Azabicyclo[2.2.2]octan-3-one, 2-(diphenylmethyl)-, (2S)- 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: 99.0%

(2S)-benzhydryl-3-quinuclidinone L-tartaric acid salt (683206-54-4) → (S)-2-diphenylmethylquinuclidin-3-one (683206-53-3)

Guidance literature:

With sodium hydrogencarbonate; In water; toluene; at 0 - 25 ℃; for 0.333333h;

Reference yield:

3-keto-2-benzhydrylquinuclidine (32531-66-1) → (S)-2-diphenylmethylquinuclidin-3-one (683206-53-3)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / ethanol / 12 h / Reflux; Inert atmosphere

2: sodium hydroxide; sodium hydrogencarbonate / toluene / 0.33 h / 25 °C / Cooling with ice; Inert atmosphere

With sodium hydrogencarbonate; acetic acid; sodium hydroxide; In ethanol; toluene;

DOI:10.1021/op050213e

Reference yield: 72.1%

(S)-2-diphenylmethylquinuclidin-3-one (683206-53-3) → (+)-(2S,3R)-2-(diphenylmethyl)-1-azabicyclo<2.2.2>octan-3-ol

Guidance literature:

With sodium; isopropyl alcohol; In toluene; for 1.5h; Reflux;

upstream raw materials:

(2S)-benzhydryl-3-quinuclidinone L-tartaric acid salt

3-keto-2-benzhydrylquinuclidine

Downstream raw materials:

(-)-(2S,3S)-cis-2-(diphenylmethyl)-1-azabicyclo[2.2.2]octane-3-amine

(2S,3S)-N-(5-tert-butyl-2-methoxyphenyl)methyl-2-diphenylmethyl-1-azabicyclo[2.2.2]octane-3-amine