(-)-Thiazesim hydrochloride

Base Information

• Chemical Name: (-)-Thiazesim hydrochloride
• CAS No.: 16711-18-5
• Molecular Formula: C₁₉H₂₂N₂OS*ClH
• Molecular Weight: 362.923
• Mol file: 16711-18-5.mol

Synonyms:

Chemical Property of (-)-Thiazesim hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-Thiazesim hydrochloride

There total 5 articles about (-)-Thiazesim 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:

(R)-3-((2-aminophenyl)thio)-N,N-dimethyl-3-phenylpropanethioamide (1402449-09-5) → (-)-Thiazesim hydrochloride (16711-18-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trifluorormethanesulfonic acid; methyl iodide / tetrahydrofuran; water / 17 h / 0 - 20 °C / Inert atmosphere

1.2: 2 h / 80 °C / Inert atmosphere

2.1: potassium carbonate / water; ethyl acetate / 18 h / Inert atmosphere; Reflux

3.1: hydrogenchloride / methanol / Inert atmosphere

With hydrogenchloride; trifluorormethanesulfonic acid; potassium carbonate; methyl iodide; In tetrahydrofuran; methanol; water; ethyl acetate;

DOI:10.1002/anie.201204365

Reference yield:

(R)-2-phenyl-2,3-dihydrobenzo[b][1,4]thiazepin-4(5H)-one (29476-22-0,119873-05-1,119873-04-0) → (-)-Thiazesim hydrochloride (16711-18-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / water; ethyl acetate / 18 h / Inert atmosphere; Reflux

2: hydrogenchloride / methanol / Inert atmosphere

With hydrogenchloride; potassium carbonate; In methanol; water; ethyl acetate;

DOI:10.1002/anie.201204365

Reference yield:

2-amino-benzenethiol (137-07-5) → (-)-Thiazesim hydrochloride (16711-18-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; mesitylcopper(I) / toluene / 6 h / 0 °C / Inert atmosphere

2.1: trifluorormethanesulfonic acid; methyl iodide / tetrahydrofuran; water / 17 h / 0 - 20 °C / Inert atmosphere

2.2: 2 h / 80 °C / Inert atmosphere

3.1: potassium carbonate / water; ethyl acetate / 18 h / Inert atmosphere; Reflux

4.1: hydrogenchloride / methanol / Inert atmosphere

With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; hydrogenchloride; trifluorormethanesulfonic acid; mesitylcopper(I); potassium carbonate; methyl iodide; In tetrahydrofuran; methanol; water; ethyl acetate; toluene;

DOI:10.1002/anie.201204365

upstream raw materials:

(R)-3-((2-aminophenyl)thio)-N,N-dimethyl-3-phenylpropanethioamide

(R)-2-phenyl-2,3-dihydrobenzo[b][1,4]thiazepin-4(5H)-one

2-amino-benzenethiol