2-(10-Carboxydecyl)-2-hexyl-4,4-dimethyl-3-oxyloxazolidine

Base Information

• Chemical Name: 2-(10-Carboxydecyl)-2-hexyl-4,4-dimethyl-3-oxyloxazolidine
• CAS No.: 29545-47-9
• Molecular Formula: C₂₂H₄₂NO₄
• Molecular Weight: 384.58
• DSSTox Substance ID: DTXSID40952039
• Mol file: 29545-47-9.mol

Synonyms:12-doxyl stearic acid;12-doxylstearic acid;2-(10-carboxydecyl)-2-hexyl-4,4-dimethyl-3-oxyloxazolidine

Chemical Property of 2-(10-Carboxydecyl)-2-hexyl-4,4-dimethyl-3-oxyloxazolidine

Chemical Property:

• Vapor Pressure: 8.29E-12mmHg at 25°C
• Boiling Point: 510.7°Cat760mmHg
• Flash Point: 262.6°C
• PSA: 49.77000
• Density: g/cm³
• LogP: 6.03290
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform, Methanol
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 15
• Exact Mass: 384.31138382
• Heavy Atom Count: 27
• Complexity: 427

Purity/Quality:

98%Min ^*data from raw suppliers

12-Doxylstearic Acid ≥95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(C)C1(N(C(CO1)(C)C)[O])CCCCCCCCCCC(=O)O
• Uses: A spin-labeled fatty acid. The stearate spin-labeled at C5 has the highest affinity for the lipoxygenase, and it is a competitive inhibitor, with a Ki of 9 .mu.M. 12-Doxyl Stearic Acid is a spin-labeled fatty acid. The stearate spin-labeled at C5 has the highest affinity for the lipoxygenase, and it is a competitive inhibitor, with a Ki of 9 .mu.M.

Technology Process of 2-(10-Carboxydecyl)-2-hexyl-4,4-dimethyl-3-oxyloxazolidine

There total 3 articles about 2-(10-Carboxydecyl)-2-hexyl-4,4-dimethyl-3-oxyloxazolidine 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:

N-(2-hydroxy-1,1-dimethylethyl)-11-(2-hexyl-3-ylooxy-4,4-dimethyl-1,3-oxazolidin-2-yl)undecanamide → 12-doxylstearic acid (29545-47-9)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 60 ℃; for 24h;

DOI:10.1081/SCC-200032488

Reference yield:

methyl 12-oxooctadecanoate (2380-27-0) → 12-doxylstearic acid (29545-47-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: p-toluenesulfonic acid monohydrate / toluene / 216 h / Heating

1.2: 18.3 percent / 3-chloroperoxybenzoic acid / diethyl ether / 14 h / cooling

2.1: NaOH / dioxane / 24 h / 60 °C

With sodium hydroxide; toluene-4-sulfonic acid; In 1,4-dioxane; toluene;

DOI:10.1081/SCC-200032488

Reference yield:

→ 12-doxylstearic acid (29545-47-9)

Guidance literature:

DOI:10.1016/0009-3084(69)90016-4

upstream raw materials:

methyl 12-oxooctadecanoate

Refernces

• 1、 Waggoner,Kingzett,Rottschaefer,Griffith,Keith. "A spin-labeled lipid for probing biological membranes.". . p. 245 - 253. Retrieved 2007/10/10.