3-(3,5-bis-trifluoromethyl-phenyl)-1-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)-pyrrolidin-2-one

Base Information

• Chemical Name: 3-(3,5-bis-trifluoromethyl-phenyl)-1-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)-pyrrolidin-2-one
• CAS No.: 479195-11-4
• Molecular Formula: C₂₆H₂₅F₆NO₃
• Molecular Weight: 513.48
• Mol file: 479195-11-4.mol

Synonyms:3-(3,5-bis-trifluoromethyl-phenyl)-1-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)-pyrrolidin-2-one

Chemical Property of 3-(3,5-bis-trifluoromethyl-phenyl)-1-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)-pyrrolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3,5-bis-trifluoromethyl-phenyl)-1-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)-pyrrolidin-2-one

There total 7 articles about 3-(3,5-bis-trifluoromethyl-phenyl)-1-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)-pyrrolidin-2-one 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: 88.0%

2-(3,5-bis-trifluoromethyl-phenyl)-4-bromo-N-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)-butyramide (479195-09-0) → 3-(3,5-bis-trifluoromethyl-phenyl)-1-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)-pyrrolidin-2-one (479195-11-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2005.11.111

Reference yield:

2-(3,5-bis-trifluoromethyl-phenyl)-pent-4-enoyl chloride (877056-25-2) → 3-(3,5-bis-trifluoromethyl-phenyl)-1-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)-pyrrolidin-2-one (479195-11-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 60 percent / pyridine / CH₂Cl₂

2.1: 98 percent / p-TSA / toluene

3.1: O₃

3.2: 83 percent / NaBH₄ / methanol; CH₂Cl₂

4.1: 76 percent / PPh₃; 2,6-di-tert-butyl-4-picoline; CBr₄ / CH₂Cl₂ / 20 °C

5.1: 88 percent / NaH / tetrahydrofuran

With pyridine; 2,6-di-tert-butyl-4-methylpyridine; carbon tetrabromide; sodium hydride; toluene-4-sulfonic acid; ozone; triphenylphosphine; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1016/j.bmcl.2005.11.111

Reference yield:

(RS)-α-(2-propenyl)-3,5-bis(trifluoromethyl)benzeneacetic acid (334477-38-2) → 3-(3,5-bis-trifluoromethyl-phenyl)-1-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)-pyrrolidin-2-one (479195-11-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 100 percent / (CO₂Cl)2

2.1: 60 percent / pyridine / CH₂Cl₂

3.1: 98 percent / p-TSA / toluene

4.1: O₃

4.2: 83 percent / NaBH₄ / methanol; CH₂Cl₂

5.1: 76 percent / PPh₃; 2,6-di-tert-butyl-4-picoline; CBr₄ / CH₂Cl₂ / 20 °C

6.1: 88 percent / NaH / tetrahydrofuran

With pyridine; 2,6-di-tert-butyl-4-methylpyridine; carbon tetrabromide; (CO₂Cl)2; sodium hydride; toluene-4-sulfonic acid; ozone; triphenylphosphine; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1016/j.bmcl.2005.11.111

upstream raw materials:

2-(3,5-bis-trifluoromethyl-phenyl)-4-bromo-N-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)-butyramide

2-(3,5-bis-trifluoromethyl-phenyl)-pent-4-enoyl chloride

(RS)-α-(2-propenyl)-3,5-bis(trifluoromethyl)benzeneacetic acid

(RS)-N-(4-oxo-1-phenylcyclohexyl)-α-(2-propenyl)-3,5-bis(trifluoromethyl)benzeneacetamide

Downstream raw materials:

3-(3,5-bis-trifluoromethyl-phenyl)-1-[4-(2-oxa-8-aza-spiro[4.5]dec-8-yl)-1-phenyl-cyclohexyl]-pyrrolidin-2-one

3-(3,5-bis-trifluoromethyl-phenyl)-3-methyl-1-(4-oxo-1-phenyl-cyclohexyl)-pyrrolidin-2-one

3-(3,5-bis-trifluoromethyl-phenyl)-3-methyl-1-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)-pyrrolidin-2-one