1'-Azaspiro[oxirane-2,3'-bicyclo[2.2.2]octane] hydrochloride

Base Information

• Chemical Name: 1'-Azaspiro[oxirane-2,3'-bicyclo[2.2.2]octane] hydrochloride
• CAS No.: 64168-68-9
• Molecular Formula: C8H14ClNO
• Molecular Weight: 175.658
• Hs Code.: 2910900090
• DSSTox Substance ID: DTXSID10589351
• Mol file: 64168-68-9.mol

Synonyms:64168-68-9;1'-Azaspiro[oxirane-2,3'-bicyclo[2.2.2]octane] hydrochloride;Spiro[1-azabicyclo[2.2.2]octane-3,2'-oxirane] Hydrochloride;spiro[1-azabicyclo[2.2.2]octane-3,2'-oxirane];hydrochloride;4-AZASPIRO[BICYCLO[2.2.2]OCTANE-2,2'-OXIRANE] HYDROCHLORIDE;Spiro[1-azabicyclo[2.2.2]octane-3,2'-oxirane], (Hydrochloride) (9CI);DTXSID10589351;Spiro[1-azabicyclo[2.2.2]octane-3,2'-oxirane],hydrochloride;CS-B0150;Spiro[1-azabicyclo[2.2.2]octane-3,2'-oxirane], hydrochloride;AKOS000425044;AKOS016842857;MCULE-1622152928;CS-13535;DB-244808;DB-309234;A917625;Spiro[1-azabicyclo[2.2.2]octane-3,2'-oxirane] HCl;Spiro[1-azabicyclo[2.2.2]octane-3,2-oxirane]hydrochloride;1'-AZASPIRO[OXIRANE-2,3'-BICYCLO[2.2.2]OCTANE] HCL;Spiro[1-azabicyclo[2.2.2]octane-3,2-oxirane] hydrochloride;spiro[1-azabicyclo[2.2.2]octane-3,2\'-oxirane],hydrochloride;SPIRO[1-AZABICYCLO[2.2.2]OCTANE-3,2-OXIRANE],HYDROCHLORIDE(9CI);Spiro[4-azabicyclo[2.2.2]octane-2,2'-oxirane]--hydrogen chloride (1/1)

Chemical Property of 1'-Azaspiro[oxirane-2,3'-bicyclo[2.2.2]octane] hydrochloride

Chemical Property:

• Boiling Point: 250.7 °C at 760 mmHg
• Flash Point: 105.4 °C
• PSA: 15.77000
• LogP: 1.22090
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 175.0763918
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

99%, ^*data from raw suppliers

Spiro[1-azabicyclo[2.2.2]octane-3,2''-oxirane]Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN2CCC1C3(C2)CO3.Cl

Technology Process of 1'-Azaspiro[oxirane-2,3'-bicyclo[2.2.2]octane] hydrochloride

There total 1 articles about 1'-Azaspiro[oxirane-2,3'-bicyclo[2.2.2]octane] hydrochloride 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: 70.0%

trimethylsulfoxonium iodide (1774-47-6) + 3-quinuclidinone hydrochloride (1193-65-3) → Spiro- Hydrochlorid (64168-68-9)

Guidance literature:

trimethylsulfoxonium iodide; With potassium tert-butylate; In dimethyl sulfoxide; at 25 - 30 ℃; for 0.5h; Inert atmosphere;

3-quinuclidinone hydrochloride; In dimethyl sulfoxide; at 25 ℃; for 8h; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.03.090

Reference yield: 50.0%

Spiro- Hydrochlorid (64168-68-9) → 3-hydroxy-3-(mercaptomethyl)quinuclidine (107220-26-8,158568-64-0)

Guidance literature:

With hydrogen sulfide; sodium hydroxide; In water; at 45 ℃; for 2.5h;

DOI:10.1016/j.tetlet.2013.03.090

Reference yield:

Spiro- Hydrochlorid (64168-68-9) → trans-cevimeline (107220-27-9,107233-08-9) + cevimeline (107220-27-9,107233-08-9)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen sulfide; sodium hydroxide / water / 2.5 h / 45 °C

2: toluene-4-sulfonic acid / isopropyl alcohol / 3 h / 70 °C

With hydrogen sulfide; toluene-4-sulfonic acid; sodium hydroxide; In water; isopropyl alcohol;

DOI:10.1016/j.tetlet.2013.03.090

upstream raw materials:

trimethylsulfoxonium iodide

3-quinuclidinone hydrochloride

Downstream raw materials:

trans-cevimeline

cevimeline

3-hydroxy-3-(mercaptomethyl)quinuclidine

Cevimeline hydrochloride

Refernces