3-Hydroxy-3-mercaptomethylquinuclidine

Base Information

• Chemical Name: 3-Hydroxy-3-mercaptomethylquinuclidine
• CAS No.: 107220-26-8
• Molecular Formula: C8H15 N O S
• Molecular Weight: 173.279
• UNII: VS8U59U3WW
• DSSTox Substance ID: DTXSID90456118
• Nikkaji Number: J134.996A
• Mol file: 107220-26-8.mol

Synonyms:107220-26-8;rac 3-Hydroxy-3-mercaptomethylquinuclidine;3-hydroxy-3-mercaptomethylquinuclidine;1-Azabicyclo[2.2.2]octan-3-ol, 3-(mercaptomethyl)-;3-(sulfanylmethyl)-1-azabicyclo[2.2.2]octan-3-ol;3-(Mercaptomethyl)-1-azabicyclo[2.2.2]octan-3-ol;1-Azabicyclo[2.2.2]octan-3-ol,3-(mercaptomethyl)-;rac3-Hydroxy-3-mercaptomethylquinuclidine;VS8U59U3WW;SCHEMBL3915139;3-Mercaptomethylquinuclidin-3-ol;DTXSID90456118;OBEOJOQKVZXCRH-UHFFFAOYSA-N;3-(Mercaptomethyl)quinuclidin-3-ol;BCP15100;3-hydroxy 3-mecapto methylquinuclidine;AKOS006307048;AKOS015911927;3-Hydroxy-3-(mercaptomethyl)quinuclidine;FT-0669733;J-001738

Chemical Property of 3-Hydroxy-3-mercaptomethylquinuclidine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 285.956°C at 760 mmHg
• Flash Point: 126.742°C
• PSA: 62.27000
• Density: 1.211g/cm³
• LogP: 0.31080
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 173.08743528
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

98%,99%, ^*data from raw suppliers

rac3-Hydroxy-3-mercaptomethylquinuclidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN2CCC1C(C2)(CS)O
• Uses: Intermediate in the preparation of Cevimeline and respective derivatives.

Technology Process of 3-Hydroxy-3-mercaptomethylquinuclidine

There total 6 articles about 3-Hydroxy-3-mercaptomethylquinuclidine 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: 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:

1’-azaspiro[oxirane-2,3’-bicyclo[2.2.2]octane] (41353-91-7) → 3-hydroxy-3-(mercaptomethyl)quinuclidine (107220-26-8,158568-64-0)

Guidance literature:

With hydrogen sulfide; In methanol; dichloromethane; at 0 - 5 ℃;

Reference yield:

C9H13NO2S (1435450-21-7) → 3-hydroxy-3-(mercaptomethyl)quinuclidine (107220-26-8,158568-64-0)

Guidance literature:

With sodium hydroxide; In water; at 100 ℃; for 2h; Green chemistry;

DOI:10.1016/j.tetlet.2013.03.090

upstream raw materials:

2-methylspiro(1,3-oxathiolane-5,3'-quinuclidine)

1’-azaspiro[oxirane-2,3’-bicyclo[2.2.2]octane]

C₈H₁₄BrNO*BrH

C₉H₁₃NO₂S

Downstream raw materials:

hexane

2-methylspiro(1,3-oxathiolane-5,3'-quinuclidine)

2-Diphenylmethylspiro (1,3-oxathiolane-5,3') quinuclidine

trans-cevimeline hydrochloride