(+)-(E)-2-(1-chloroacetoxypentyl)benzoic acid {4-[2-(4-nitrooxybutoxycarbonyl)vinyl]}phenyl ester

Base Information

• Chemical Name: (+)-(E)-2-(1-chloroacetoxypentyl)benzoic acid {4-[2-(4-nitrooxybutoxycarbonyl)vinyl]}phenyl ester
• CAS No.: 1410729-15-5
• Molecular Formula: C₂₈H₃₂ClNO₁₀
• Molecular Weight: 578.016
• Mol file: 1410729-15-5.mol

Synonyms:(+)-(E)-2-(1-chloroacetoxypentyl)benzoic acid {4-[2-(4-nitrooxybutoxycarbonyl)vinyl]}phenyl ester

Chemical Property of (+)-(E)-2-(1-chloroacetoxypentyl)benzoic acid {4-[2-(4-nitrooxybutoxycarbonyl)vinyl]}phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(E)-2-(1-chloroacetoxypentyl)benzoic acid {4-[2-(4-nitrooxybutoxycarbonyl)vinyl]}phenyl ester

There total 5 articles about (+)-(E)-2-(1-chloroacetoxypentyl)benzoic acid {4-[2-(4-nitrooxybutoxycarbonyl)vinyl]}phenyl ester 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: 83.0%

(E)-4-(nitrooxy)butyl 3-(4-hydroxy-3-methoxyphenyl)acrylate (475561-36-5) + (S)-(-)-2-[1-(2-chloroacetoxy)pentyl]benzoic acid (1410729-08-6) → (+)-(E)-2-(1-chloroacetoxypentyl)benzoic acid {4-[2-(4-nitrooxybutoxycarbonyl)vinyl]}phenyl ester (1410729-15-5)

Guidance literature:

(E)-4-(nitrooxy)butyl 3-(4-hydroxy-3-methoxyphenyl)acrylate; (S)-(-)-2-[1-(2-chloroacetoxy)pentyl]benzoic acid; With dmap; In dichloromethane; at 0 ℃; for 0.166667h;

With dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1039/c2ob26511g

Reference yield:

C12H16O3*C8H11N (380905-57-7) → (+)-(E)-2-(1-chloroacetoxypentyl)benzoic acid {4-[2-(4-nitrooxybutoxycarbonyl)vinyl]}phenyl ester (1410729-15-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydroxide / water / 0.5 h / 20 °C

1.2: 0.5 h / 20 °C / pH 2

2.1: sodium hydroxide / methanol; water / 0.5 h / 50 °C

2.2: -10 - 0 °C / pH 3 - 4

3.1: triethylamine; dmap / dichloromethane / 5 h / -10 °C

3.2: 1 h / 20 °C / pH 2

4.1: dmap / dichloromethane / 0.17 h / 0 °C

4.2: 6 h / 20 °C

With dmap; triethylamine; sodium hydroxide; In methanol; dichloromethane; water;

DOI:10.1039/c2ob26511g

Reference yield:

(±)-2-(1-hydroxypentyl)benzoic acid (380905-48-6) → (+)-(E)-2-(1-chloroacetoxypentyl)benzoic acid {4-[2-(4-nitrooxybutoxycarbonyl)vinyl]}phenyl ester (1410729-15-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: diethyl ether / -20 - 20 °C

2.1: sodium hydroxide / water / 0.5 h / 20 °C

2.2: 0.5 h / 20 °C / pH 2

3.1: sodium hydroxide / methanol; water / 0.5 h / 50 °C

3.2: -10 - 0 °C / pH 3 - 4

4.1: triethylamine; dmap / dichloromethane / 5 h / -10 °C

4.2: 1 h / 20 °C / pH 2

5.1: dmap / dichloromethane / 0.17 h / 0 °C

5.2: 6 h / 20 °C

With dmap; triethylamine; sodium hydroxide; In methanol; diethyl ether; dichloromethane; water;

DOI:10.1039/c2ob26511g

upstream raw materials:

(E)-4-(nitrooxy)butyl 3-(4-hydroxy-3-methoxyphenyl)acrylate

(S)-(-)-2-[1-(2-chloroacetoxy)pentyl]benzoic acid

(±)-2-(1-hydroxypentyl)benzoic acid

C₁₂H₁₆O₃*C₈H₁₁N

Downstream raw materials:

(S)-ZJM-289