6,6-ethylenedioxy-1-(2-methoxyphenyl)-2-(p-tolylsulfinyl)-1-azaspiro[2.5]octane

Base Information

• Chemical Name: 6,6-ethylenedioxy-1-(2-methoxyphenyl)-2-(p-tolylsulfinyl)-1-azaspiro[2.5]octane
• CAS No.: 719275-16-8
• Molecular Formula: C₂₃H₂₇NO₄S
• Molecular Weight: 413.538
• Mol file: 719275-16-8.mol

Synonyms:6,6-ethylenedioxy-1-(2-methoxyphenyl)-2-(p-tolylsulfinyl)-1-azaspiro[2.5]octane

Chemical Property of 6,6-ethylenedioxy-1-(2-methoxyphenyl)-2-(p-tolylsulfinyl)-1-azaspiro[2.5]octane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6,6-ethylenedioxy-1-(2-methoxyphenyl)-2-(p-tolylsulfinyl)-1-azaspiro[2.5]octane

There total 1 articles about 6,6-ethylenedioxy-1-(2-methoxyphenyl)-2-(p-tolylsulfinyl)-1-azaspiro[2.5]octane 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: 90.0%

N-lithio 2-methoxyaniline + 8-[Chloro-(toluene-4-sulfinyl)-methylene]-1,4-dioxa-spiro[4.5]decane (209391-72-0) → 6,6-ethylenedioxy-1-(2-methoxyphenyl)-2-(p-tolylsulfinyl)-1-azaspiro[2.5]octane (719275-16-8)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1016/j.tet.2007.03.067

Reference yield: 90.0%

6,6-ethylenedioxy-1-(2-methoxyphenyl)-2-(p-tolylsulfinyl)-1-azaspiro[2.5]octane (719275-16-8) → 4,4-ethylenedioxy-1-[N-(2-methoxyphenyl)amino]cyclohexanecarbaldehyde (719275-21-5)

Guidance literature:

With lithium anilide; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1016/j.tetlet.2004.03.124 DOI:10.1016/j.tet.2007.03.067

Reference yield:

6,6-ethylenedioxy-1-(2-methoxyphenyl)-2-(p-tolylsulfinyl)-1-azaspiro[2.5]octane (719275-16-8) → 1-[(4,4-ethylenedioxy)-1-(2-methoxyphenylamino)cyclohexyl]methanol

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / N-lithio aniline / tetrahydrofuran / 4 h / 20 °C

2: 99 percent / NaBH₄ / ethanol / 0.17 h / 0 °C

With sodium tetrahydroborate; lithium anilide; In tetrahydrofuran; ethanol;

DOI:10.1016/j.tet.2007.03.067

upstream raw materials:

8-[Chloro-(toluene-4-sulfinyl)-methylene]-1,4-dioxa-spiro[4.5]decane

Downstream raw materials:

4,4-ethylenedioxy-1-[N-(2-methoxyphenyl)amino]cyclohexanecarbaldehyde

methyl [1-(2-methoxyphenyl)amino-4,4-ethylenedioxycyclohexyl]carboxylate