(3S,4S)-4-(N-acryloyl-N-methylamino)-3-[(tert-butyl)dimethylsiloxy]-5-phenylpent-1-ene

Base Information

• Chemical Name: (3S,4S)-4-(N-acryloyl-N-methylamino)-3-[(tert-butyl)dimethylsiloxy]-5-phenylpent-1-ene
• CAS No.: 894406-79-2
• Molecular Formula: C₂₁H₃₃NO₂Si
• Molecular Weight: 359.584
• Mol file: 894406-79-2.mol

Synonyms:(3S,4S)-4-(N-acryloyl-N-methylamino)-3-[(tert-butyl)dimethylsiloxy]-5-phenylpent-1-ene

Chemical Property of (3S,4S)-4-(N-acryloyl-N-methylamino)-3-[(tert-butyl)dimethylsiloxy]-5-phenylpent-1-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S)-4-(N-acryloyl-N-methylamino)-3-[(tert-butyl)dimethylsiloxy]-5-phenylpent-1-ene

There total 7 articles about (3S,4S)-4-(N-acryloyl-N-methylamino)-3-[(tert-butyl)dimethylsiloxy]-5-phenylpent-1-ene 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:

[(1S,2S)-1-Benzyl-2-(tert-butyl-dimethyl-silanyloxy)-but-3-enyl]-methyl-amine + acryloyl chloride (814-68-6,25189-84-8) → (3S,4S)-4-(N-acryloyl-N-methylamino)-3-[(tert-butyl)dimethylsiloxy]-5-phenylpent-1-ene (894406-79-2)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/j.tetlet.2005.04.057

Reference yield:

N-[1-benzyl-2-(tert-butyl-dimethyl-silanyloxy)-but-3-enyl]-2-mercapto-N-methyl-acetamide + acryloyl chloride (814-68-6,25189-84-8) → (3S,4S)-4-(N-acryloyl-N-methylamino)-3-[(tert-butyl)dimethylsiloxy]-5-phenylpent-1-ene (894406-79-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 1.5h;

DOI:10.1021/jo060202z

Reference yield:

(3S,4S)-3-[(tert-butyl)dimethylsilyloxy]-4-[N-(2-nitrobenzenesulfonyl)amino]-5-phenylpent-1-ene (878440-96-1) → (3S,4S)-4-(N-acryloyl-N-methylamino)-3-[(tert-butyl)dimethylsiloxy]-5-phenylpent-1-ene (894406-79-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 98.6 percent / K₂CO₃ / dimethylformamide / 1 h / 20 °C

2: LiOH*H₂O; HSCH₂CO₂H / dimethylformamide / 2 h / 20 °C

3: 316 mg / Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

With lithium hydroxide; potassium carbonate; mercaptoacetic acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo060390t

upstream raw materials:

acryloyl chloride

(3S,4S)-3-[(tert-butyl)dimethylsilyloxy]-4-[N-(2-nitrobenzenesulfonyl)amino]-5-phenylpent-1-ene

(3S,4S)-3-[(tert-butyl)dimethylsiloxy]-4-[N-methyl-N-(2-nitrobenzenesulfonyl)amino]-5-phenylpent-1-ene

(3S,4S)-4-Amino-5-phenyl-pent-1-en-3-ol

Downstream raw materials:

(3S,4S)-4-(N-acryloyl-N-methylamino)-5-phenylpent-1-en-3-ol

(5S,6S)-6-benzyl-5,6-dihydro-5-diphenylphosphoryloxy-1-methylpyridin-2-one

(5S,6S)-5-acetoxy-6-benzyl-5,6-dihydro-1-methylpyridin-2-one