4-(2-cyanophenoxy)methyl-4-methyl-2-(2,2,2-trifluoroacetamido)butyrolactone

Base Information

• Chemical Name: 4-(2-cyanophenoxy)methyl-4-methyl-2-(2,2,2-trifluoroacetamido)butyrolactone
• CAS No.: 1344703-36-1
• Molecular Formula: C₁₅H₁₃F₃N₂O₄
• Molecular Weight: 342.274
• Mol file: 1344703-36-1.mol

Synonyms:

Chemical Property of 4-(2-cyanophenoxy)methyl-4-methyl-2-(2,2,2-trifluoroacetamido)butyrolactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(2-cyanophenoxy)methyl-4-methyl-2-(2,2,2-trifluoroacetamido)butyrolactone

There total 3 articles about 4-(2-cyanophenoxy)methyl-4-methyl-2-(2,2,2-trifluoroacetamido)butyrolactone 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:

tert-butyl 5-(2-cyanophenoxy)-4-oxo-2-(2,2,2-trifluoroacetamido)pentanoate (1344703-26-9) + trimethylaluminum (75-24-1) → 4-(2-cyanophenoxy)methyl-4-methyl-2-(2,2,2-trifluoroacetamido)butyrolactone (1344703-36-1)

Guidance literature:

tert-butyl 5-(2-cyanophenoxy)-4-oxo-2-(2,2,2-trifluoroacetamido)pentanoate; With zinc(II) chloride; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

trimethylaluminum; In tetrahydrofuran; toluene; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1055/s-0030-1260136

Reference yield:

tert-butyl 5-(2-cyanophenoxy)-4-hydroxy-2-(2,2,2-trifluoroacetamido)pentanoate (1344703-19-0) → 4-(2-cyanophenoxy)methyl-4-methyl-2-(2,2,2-trifluoroacetamido)butyrolactone (1344703-36-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C / Inert atmosphere

2.1: zinc(II) chloride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

2.2: 3 h / 0 - 20 °C / Inert atmosphere

With Dess-Martin periodane; zinc(II) chloride; In tetrahydrofuran; dichloromethane; 1.1: Dess-Martin oxidation;

DOI:10.1055/s-0030-1260136

Reference yield:

tert-butyl N-(trifluoroacetyl)glycinate (63959-88-6) → 4-(2-cyanophenoxy)methyl-4-methyl-2-(2,2,2-trifluoroacetamido)butyrolactone (1344703-36-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: zinc(II) chloride; lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

1.2: 16 h / -78 - 20 °C / Inert atmosphere

2.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: zinc(II) chloride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

3.2: 3 h / 0 - 20 °C / Inert atmosphere

With Dess-Martin periodane; zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 2.1: Dess-Martin oxidation;

DOI:10.1055/s-0030-1260136

upstream raw materials:

tert-butyl 5-(2-cyanophenoxy)-4-hydroxy-2-(2,2,2-trifluoroacetamido)pentanoate

tert-butyl 5-(2-cyanophenoxy)-4-oxo-2-(2,2,2-trifluoroacetamido)pentanoate

trimethylaluminum

tert-butyl N-(trifluoroacetyl)glycinate