2-Pentenoyl chloride, 4,4-dimethyl-, (2E)-

Base Information

• Chemical Name: 2-Pentenoyl chloride, 4,4-dimethyl-, (2E)-
• CAS No.: 132278-01-4
• Molecular Formula: C7H11ClO
• Molecular Weight: 146.617
• Mol file: 132278-01-4.mol

Synonyms:

Chemical Property of 2-Pentenoyl chloride, 4,4-dimethyl-, (2E)-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Pentenoyl chloride, 4,4-dimethyl-, (2E)-

There total 1 articles about 2-Pentenoyl chloride, 4,4-dimethyl-, (2E)- 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:

(E)-4,4-dimethyl-2-pentenoic acid (16666-45-8) + N1-(pyridin-2-yl)benzene-1,2-diamine (26148-38-9) → (E)-1-(pyridin-2-yl)-2-styryl-1H-benzimidazole + (E)-4,4-dimethyl-2-pentenoyl chloride (132278-01-4)

Guidance literature:

With thionyl chloride; In benzene;

Reference yield: 99.0%

pseudoephedrine (90-82-4,7009-81-6,90-83-5,6912-63-6) + (E)-4,4-dimethyl-2-pentenoyl chloride (132278-01-4) → E-(+)-(1'S,2'S)-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)-4,4-dimethylpent-2-enamide (678991-35-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; at -20 ℃; for 1.5h;

DOI:10.1021/jo051207j

Reference yield:

(E)-4,4-dimethyl-2-pentenoyl chloride (132278-01-4) → (-)-(3S)-3-((benzyloxycarbonyl)amino)-4,4-dimethylpentanol (869468-31-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / Et₃N / tetrahydrofuran / 1.5 h / -20 °C

2: 60 percent / TMEDA / tetrahydrofuran / -105 °C

3: H₂ / Pd/C / ethanol / 18 h / 3361.46 Torr

4: 0.25 g / NaOH / dioxane; H₂O / 18 h / 20 °C

5: 72 percent / n-BuLi; diisopropylamine; NH₃*BH₃ / tetrahydrofuran; hexane / 2 h / 0 °C

With sodium hydroxide; n-butyllithium; ammonia borane; N,N,N,N,-tetramethylethylenediamine; hydrogen; triethylamine; diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; water;

DOI:10.1021/jo051207j

upstream raw materials:

(E)-4,4-dimethyl-2-pentenoic acid

N¹-(pyridin-2-yl)benzene-1,2-diamine

Downstream raw materials:

E-(+)-(1'S,2'S)-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)-4,4-dimethylpent-2-enamide

(-)-(3S)-3-((benzyloxycarbonyl)amino)-4,4-dimethylpentanol

(+)-(1'S,2'S,3S)-3-(benzyloxycarbonyl)amino-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)-4,4-dimethylpentanamide

(+)-(1'S,2'S,3S)-3-dibenzylamino-N,4,4-trimethyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)pentanamide

Refernces