3-(3,5-bis-trifluoromethyl-phenyl)-3-methyl-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)-3-methyl-1-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)-pyrrolidin-2-one
• CAS No.: 479195-13-6
• Molecular Formula: C₂₇H₂₇F₆NO₃
• Molecular Weight: 527.507

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

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

Chemical Property:

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

There total 8 articles about 3-(3,5-bis-trifluoromethyl-phenyl)-3-methyl-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:

2-(3,5-bis-trifluoromethyl-phenyl)-pent-4-enoyl chloride (877056-25-2) → 3-(3,5-bis-trifluoromethyl-phenyl)-3-methyl-1-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)-pyrrolidin-2-one (479195-13-6)

Guidance literature:

Multi-step reaction with 6 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

6.1: NaH / dimethylformamide

With pyridine; 2,6-di-tert-butyl-4-methylpyridine; carbon tetrabromide; sodium hydride; toluene-4-sulfonic acid; ozone; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 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)-3-methyl-1-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)-pyrrolidin-2-one (479195-13-6)

Guidance literature:

Multi-step reaction with 7 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

7.1: NaH / dimethylformamide

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

DOI:10.1016/j.bmcl.2005.11.111

Reference yield:

(RS)-N-(4-oxo-1-phenylcyclohexyl)-α-(2-propenyl)-3,5-bis(trifluoromethyl)benzeneacetamide (374791-58-9) → 3-(3,5-bis-trifluoromethyl-phenyl)-3-methyl-1-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)-pyrrolidin-2-one (479195-13-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 98 percent / p-TSA / toluene

2.1: O₃

2.2: 83 percent / NaBH₄ / methanol; CH₂Cl₂

3.1: 76 percent / PPh₃; 2,6-di-tert-butyl-4-picoline; CBr₄ / CH₂Cl₂ / 20 °C

4.1: 88 percent / NaH / tetrahydrofuran

5.1: NaH / dimethylformamide

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

DOI:10.1016/j.bmcl.2005.11.111

upstream raw materials:

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

methyl iodide

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

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

Downstream raw materials:

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

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