3-hydroxy-3-acetoxymercaptomethylquiniclidine thiolacetate

Base Information

• Chemical Name: 3-hydroxy-3-acetoxymercaptomethylquiniclidine thiolacetate
• CAS No.: 1067881-02-0
• Molecular Formula: C₂H₄OS*C₁₀H₁₇NO₂S
• Molecular Weight: 291.436
• Mol file: 1067881-02-0.mol

Synonyms:3-hydroxy-3-acetoxymercaptomethylquiniclidine thiolacetate

Chemical Property of 3-hydroxy-3-acetoxymercaptomethylquiniclidine thiolacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-hydroxy-3-acetoxymercaptomethylquiniclidine thiolacetate

There total 1 articles about 3-hydroxy-3-acetoxymercaptomethylquiniclidine thiolacetate 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: 68.0%

1’-azaspiro[oxirane-2,3’-bicyclo[2.2.2]octane] (41353-91-7) + tiolacetic acid (507-09-5) → 3-hydroxy-3-acetoxymercaptomethylquiniclidine thiolacetate (1067881-02-0)

Guidance literature:

In toluene; at 0 - 5 ℃; for 2.66667 - 2.75h;

Reference yield:

1,1-dimethoxyethane (534-15-6) + 3-hydroxy-3-acetoxymercaptomethylquiniclidine thiolacetate (1067881-02-0) → (+/-)-cis-2-methylspiro[1,3-oxathiolane-5,3'-quinuclidine] monohydrochloride hemihydrate (153504-70-2,107220-28-0)

Guidance literature:

3-hydroxy-3-acetoxymercaptomethylquiniclidine thiolacetate; With toluene-4-sulfonic acid; In isopropyl alcohol; for 3.5h; Reflux;

1,1-dimethoxyethane; for 3h; Reflux;

With hydrogenchloride;

DOI:10.1016/j.tetlet.2013.03.090

Reference yield:

diethyl acetal (105-57-7,30846-29-8) + 3-hydroxy-3-acetoxymercaptomethylquiniclidine thiolacetate (1067881-02-0) → 2-methylspiro(1,3-oxathiolane-5,3')quinuclidine (107220-27-9,107233-08-9) + 2-methylspiro(1,3-oxathiolane-5,3')quinuclidine (107220-27-9,107233-08-9)

Guidance literature:

3-hydroxy-3-acetoxymercaptomethylquiniclidine thiolacetate; With toluene-4-sulfonic acid; In isopropyl alcohol; for 3.5h; Heating / reflux;

diethyl acetal; In isopropyl alcohol; for 3h; Product distribution / selectivity; Heating / reflux;

upstream raw materials:

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

tiolacetic acid

Downstream raw materials:

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

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

trans-cevimeline

cevimeline

Refernces

• 1、 -. "Process for the preparation of 2-methylspiro(1,3-oxathiolane-5,3')quiniclidine". Page/Page column 3. . Retrieved 2008/12/08.