Butanoic acid, (3R)-1-azabicyclo[2.2.2]oct-3-yl ester

Base Information

• Chemical Name: Butanoic acid, (3R)-1-azabicyclo[2.2.2]oct-3-yl ester
• CAS No.: 65732-89-0
• Molecular Formula: C11H19NO2
• Molecular Weight: 197.277
• DSSTox Substance ID: DTXSID00457575
• Nikkaji Number: J1.922.706E
• Wikidata: Q82280460
• Mol file: 65732-89-0.mol

Synonyms:65732-89-0;Butanoic acid, (3R)-1-azabicyclo[2.2.2]oct-3-yl ester;SCHEMBL7058904;DTXSID00457575;Butyric acid (3R)-quinuclidine-3-yl ester

Chemical Property of Butanoic acid, (3R)-1-azabicyclo[2.2.2]oct-3-yl ester

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 197.141578849
• Heavy Atom Count: 14
• Complexity: 209

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)OC1CN2CCC1CC2
• Isomeric SMILES: CCCC(=O)O[C@H]1CN2CCC1CC2

Technology Process of Butanoic acid, (3R)-1-azabicyclo[2.2.2]oct-3-yl ester

There total 4 articles about Butanoic acid, (3R)-1-azabicyclo[2.2.2]oct-3-yl ester 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:

quinuclidin-3-yl butyrate b (65732-89-0,95074-03-6,149836-59-9,149884-95-7) → (S)-quinuclidin-3-ol (3684-26-2,25333-42-0,34583-34-1,1619-34-7) + (R)-quinuclidin-3-ol (25333-42-0) + (S)-quinuclidin-3-yl butyrate + (R)-quinuclidin-3-yl butyrate (65732-89-0)

Guidance literature:

With Aspergillus melleus protease; In phosphate buffer; at 25 ℃; for 16h; pH=7.5; Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(03)00363-X

Reference yield:

quinuclidin-3-yl butyrate butyric acid salt → (S)-quinuclidin-3-ol (3684-26-2,25333-42-0,34583-34-1,1619-34-7) + (R)-quinuclidin-3-ol (25333-42-0) + (R)-quinuclidin-3-yl butyrate (65732-89-0)

Guidance literature:

With calcium hydroxide; Aspergillus melleus protease; In water; at 25 ℃; for 24h; Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(03)00363-X

Reference yield:

quinuclidin-3-yl butyrate butyric acid salt → 3-Quinuclidinone (3731-38-2) + (R)-quinuclidin-3-yl butyrate (65732-89-0)

Guidance literature:

quinuclidin-3-yl butyrate butyric acid salt; With calcium hydroxide; Aspergillus melleus protease; In water; at 25 ℃; for 24h;

With Raney Co; In o-xylene; at 142 ℃; for 10h;

DOI:10.1016/S0957-4166(03)00363-X

upstream raw materials:

quinuclidin-3-yl butyrate b

butanoic acid anhydride

(S)-quinuclidin-3-ol

(R)-quinuclidin-3-ol

Downstream raw materials:

(S)-quinuclidin-3-ol

(R)-quinuclidin-3-ol

3-butyryloxy-1-benzylquinuclidinium bromide

3-butyryloxy-1-benzylquinuclidinium bromide

Refernces

• 1、 -. "PROCESS FOR PRODUCING OPTICALLY ACTIVE ALCOHOL IN THE PRESENCE OF RHODIUM, A CHIRAL FERROCENYLDIPHOSPHINE AND AN OPTICALLY ACTIVE DIAMINE". Page 14, 15. . Retrieved 2008/06/13.