(E)-methyl 10-nitrooctadec-9-enoate

Base Information

• Chemical Name: (E)-methyl 10-nitrooctadec-9-enoate
• CAS No.: 294659-11-3
• Molecular Formula: C₁₉H₃₅NO₄
• Molecular Weight: 341.491
• Mol file: 294659-11-3.mol

Synonyms:

Chemical Property of (E)-methyl 10-nitrooctadec-9-enoate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-methyl 10-nitrooctadec-9-enoate

There total 1 articles about (E)-methyl 10-nitrooctadec-9-enoate 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: 15.5%

methanol (67-56-1) + 1-palmitoyl-sn-glycero-3-phosphocholine (17364-16-8,17364-17-9,17364-18-0,14863-27-5) + 10-nitrooleoyl chloride → 10-Nitrooleic Acid (875685-46-4) + 1-palmitoyl-2-(10-nitrooleoyl)-sn-glycero-3-phosphatidylcholine + (E)-methyl 10-nitrooctadec-9-enoate (294659-11-3)

Guidance literature:

1-palmitoyl-sn-glycero-3-phosphocholine; 10-nitrooleoyl chloride; With dmap; In dichloromethane; at 23 ℃; for 43h; Inert atmosphere;

methanol; In dichloromethane; at 23 ℃; Inert atmosphere;

DOI:10.1055/s-0037-1611530

Reference yield: 98.0%

(E)-methyl 10-nitrooctadec-9-enoate (294659-11-3) → 10-Nitrooleic Acid (875685-46-4)

Guidance literature:

With water; In tert-butyl methyl ether; at 20 ℃; Enzymatic reaction;

DOI:10.1021/jo101806m

Reference yield:

(E)-methyl 10-nitrooctadec-9-enoate (294659-11-3) → 2,4,6-Trichlorobenzoyl 10-nitrooleate

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / water / 48 h / Inert atmosphere; Reflux

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.25 h / 23 °C / Inert atmosphere

2.2: 3 h / 23 °C / Inert atmosphere

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water;

DOI:10.1055/s-0037-1611530

upstream raw materials:

methanol

1-palmitoyl-sn-glycero-3-phosphocholine

Downstream raw materials:

10-Nitrooleic Acid

Refernces