6-methyl-N-phenyl-2-<(phenylseleno)methyl>-4-<(trimethylsilyl)oxy>-2-heptenamide

Base Information

• Chemical Name: 6-methyl-N-phenyl-2-<(phenylseleno)methyl>-4-<(trimethylsilyl)oxy>-2-heptenamide
• CAS No.: 103633-66-5
• Molecular Formula: C₂₄H₃₃NO₂SeSi
• Molecular Weight: 474.577
• Mol file: 103633-66-5.mol

Synonyms:6-methyl-N-phenyl-2-<(phenylseleno)methyl>-4-<(trimethylsilyl)oxy>-2-heptenamide

Chemical Property of 6-methyl-N-phenyl-2-<(phenylseleno)methyl>-4-<(trimethylsilyl)oxy>-2-heptenamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-methyl-N-phenyl-2-<(phenylseleno)methyl>-4-<(trimethylsilyl)oxy>-2-heptenamide

There total 6 articles about 6-methyl-N-phenyl-2-<(phenylseleno)methyl>-4-<(trimethylsilyl)oxy>-2-heptenamide 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: 91.0%

diphenyl diselenide (1666-13-3) + 6-methyl-2-methylene-N-phenyl-3-(phenylsulfonyl)-4-<(trimethylsilyl)oxy>heptanamide (103633-63-2) → 6-methyl-N-phenyl-2-<(phenylseleno)methyl>-4-<(trimethylsilyl)oxy>-2-heptenamide (103633-66-5)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; ethanol; for 2h; Ambient temperature;

DOI:10.1021/jo00262a020

Reference yield:

4-hydroxy-6-methyl-2-methylene-N-phenyl-3-(phenylsulfonyl)heptanamide (103633-60-9) → 6-methyl-N-phenyl-2-<(phenylseleno)methyl>-4-<(trimethylsilyl)oxy>-2-heptenamide (103633-66-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent

2: 91 percent / NaBH₄ / ethanol; tetrahydrofuran / 2 h / Ambient temperature

With sodium tetrahydroborate; In tetrahydrofuran; ethanol;

DOI:10.1021/jo00262a020

Reference yield:

isovaleraldehyde (590-86-3) → 6-methyl-N-phenyl-2-<(phenylseleno)methyl>-4-<(trimethylsilyl)oxy>-2-heptenamide (103633-66-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-BuLi / 1.) THF, HMPA, -78 deg C, 1 h, 2.) -78 deg C, 2 h

2: 82 percent

3: 91 percent / NaBH₄ / ethanol; tetrahydrofuran / 2 h / Ambient temperature

With sodium tetrahydroborate; n-butyllithium; In tetrahydrofuran; ethanol;

DOI:10.1021/jo00262a020

upstream raw materials:

diphenyl diselenide

6-methyl-2-methylene-N-phenyl-3-(phenylsulfonyl)-4-<(trimethylsilyl)oxy>heptanamide

sodium phenylselenide

N-phenyl-2-<(phenylsulfonyl)methyl>propenamide

Downstream raw materials:

Methanesulfonic acid (1R,2R)-4-methyl-1-(1-phenylcarbamoyl-vinyl)-2-trimethylsilanyloxy-pentyl ester

Methanesulfonic acid (1R,2S)-4-methyl-1-(1-phenylcarbamoyl-vinyl)-2-trimethylsilanyloxy-pentyl ester

2-((2R,3R)-3-Isobutyl-oxiranyl)-N-phenyl-acrylamide

2-((2R,3S)-3-Isobutyl-oxiranyl)-N-phenyl-acrylamide