Propanamide, N-hydroxy-2,2-dimethyl-N-[[(4E)-tetrahydro-4-[5-methyl-3-(2-methylprop yl)hexylidene]-5-oxo-2-[(phenylmethoxy)methyl]-2-furanyl]methyl]-

Base Information

• Chemical Name: Propanamide, N-hydroxy-2,2-dimethyl-N-[[(4E)-tetrahydro-4-[5-methyl-3-(2-methylprop yl)hexylidene]-5-oxo-2-[(phenylmethoxy)methyl]-2-furanyl]methyl]-
• CAS No.: 568571-24-4
• Molecular Formula: C29H45NO5
• Molecular Weight: 487.68
• Mol file: 568571-24-4.mol

Synonyms:

Chemical Property of Propanamide, N-hydroxy-2,2-dimethyl-N-[[(4E)-tetrahydro-4-[5-methyl-3-(2-methylprop yl)hexylidene]-5-oxo-2-[(phenylmethoxy)methyl]-2-furanyl]methyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Propanamide, N-hydroxy-2,2-dimethyl-N-[[(4E)-tetrahydro-4-[5-methyl-3-(2-methylprop yl)hexylidene]-5-oxo-2-[(phenylmethoxy)methyl]-2-furanyl]methyl]-

There total 9 articles about Propanamide, N-hydroxy-2,2-dimethyl-N-[[(4E)-tetrahydro-4-[5-methyl-3-(2-methylprop yl)hexylidene]-5-oxo-2-[(phenylmethoxy)methyl]-2-furanyl]methyl]- 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: 71.0%

pivaloyl chloride (3282-30-2) + (E)-5-[(hydroxylamino)methyl]-3-[5-methyl-3-(2-methylpropyl)hexylidene]-5-[(phenylmethoxy)methyl]-4,5-dihydrofuran-2-one (388622-21-7) → (E)-N-hydroxy-2,2-dimethyl-N-({4-[5-methyl-3-(2-methylpropyl)hexylidene]-5-oxo-2-[(phenylmethoxy)methyl]-(2-2,3-dihydrofuryl)}methyl)propanamide (568571-24-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.166667h;

DOI:10.1021/jm030082c

Reference yield:

5-methyl-3-(2-methylpropyl)hexan-1-one (388621-92-9) → (E)-N-hydroxy-2,2-dimethyl-N-({4-[5-methyl-3-(2-methylpropyl)hexylidene]-5-oxo-2-[(phenylmethoxy)methyl]-(2-2,3-dihydrofuryl)}methyl)propanamide (568571-24-4)

Guidance literature:

Multi-step reaction with 8 steps

1.1: [(CH₃)3Si]2NLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: tetrahydrofuran / 2 h / -78 °C

2.1: Et₃N / CH₂Cl₂ / 0.17 h / 20 °C

3.1: 2.0 g / DBU / CH₂Cl₂ / 0.25 h

4.1: 92 percent / (NH₄)2Ce(NO₃)6 / acetonitrile; H₂O / 0 °C

5.1: 85 percent / DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -78 - 20 °C

6.1: pyridine / 3 h / 20 °C

7.1: 283 mg / NaBH₃CN; CH₃CO₂H / 1 h

8.1: 71 percent / Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

With oxalyl dichloride; ammonium cerium(IV) nitrate; sodium cyanoborohydride; acetic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; pyridine; dichloromethane; water; acetonitrile;

DOI:10.1021/jm030082c

Reference yield:

5-[(4-methoxyphenoxy)methyl]-5-[(phenylmethoxy)methyl]-3,4,5-trihydrofuran-2-one (213828-30-9) → (E)-N-hydroxy-2,2-dimethyl-N-({4-[5-methyl-3-(2-methylpropyl)hexylidene]-5-oxo-2-[(phenylmethoxy)methyl]-(2-2,3-dihydrofuryl)}methyl)propanamide (568571-24-4)

Guidance literature:

Multi-step reaction with 8 steps

1.1: [(CH₃)3Si]2NLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: tetrahydrofuran / 2 h / -78 °C

2.1: Et₃N / CH₂Cl₂ / 0.17 h / 20 °C

3.1: 2.0 g / DBU / CH₂Cl₂ / 0.25 h

4.1: 92 percent / (NH₄)2Ce(NO₃)6 / acetonitrile; H₂O / 0 °C

5.1: 85 percent / DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -78 - 20 °C

6.1: pyridine / 3 h / 20 °C

7.1: 283 mg / NaBH₃CN; CH₃CO₂H / 1 h

8.1: 71 percent / Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

With oxalyl dichloride; ammonium cerium(IV) nitrate; sodium cyanoborohydride; acetic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; pyridine; dichloromethane; water; acetonitrile;

DOI:10.1021/jm030082c

upstream raw materials:

pivaloyl chloride

(E)-5-[(hydroxylamino)methyl]-3-[5-methyl-3-(2-methylpropyl)hexylidene]-5-[(phenylmethoxy)methyl]-4,5-dihydrofuran-2-one

5-methyl-3-(2-methylpropyl)hexan-1-one

5-[(4-methoxyphenoxy)methyl]-5-[(phenylmethoxy)methyl]-3,4,5-trihydrofuran-2-one