rac-1-eicosanamido-2-ethoxy-3-(trityloxy)propane

Base Information

• Chemical Name: rac-1-eicosanamido-2-ethoxy-3-(trityloxy)propane
• CAS No.: 131933-60-3
• Molecular Formula: C₄₄H₆₅NO₃
• Molecular Weight: 656.005
• Mol file: 131933-60-3.mol

Synonyms:rac-1-eicosanamido-2-ethoxy-3-(trityloxy)propane

Chemical Property of rac-1-eicosanamido-2-ethoxy-3-(trityloxy)propane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rac-1-eicosanamido-2-ethoxy-3-(trityloxy)propane

There total 6 articles about rac-1-eicosanamido-2-ethoxy-3-(trityloxy)propane 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: 71.1%

Arachidic acid (506-30-9) + rac-1-amino-2-ethoxy-3-(trityloxy)propane (131933-50-1) → rac-1-eicosanamido-2-ethoxy-3-(trityloxy)propane (131933-60-3)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; Ambient temperature;

DOI:10.1021/jm00108a021

Reference yield:

ethyl bromide (74-96-4) + eicosanoic acid (2-hydroxy-3-trityloxy-propyl)-amide → rac-1-eicosanamido-2-ethoxy-3-(trityloxy)propane (131933-60-3)

Guidance literature:

eicosanoic acid (2-hydroxy-3-trityloxy-propyl)-amide; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 1h;

ethyl bromide; In tetrahydrofuran; at 50 ℃; for 4h;

DOI:10.1021/jm020001x

Reference yield:

eicosanoic acid (2,3-dihydroxy-propyl)-amide → rac-1-eicosanamido-2-ethoxy-3-(trityloxy)propane (131933-60-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / 10 h / 45 - 50 °C

2.1: NaH / tetrahydrofuran / 1 h / 20 °C

2.2: tetrahydrofuran / 4 h / 50 °C

With pyridine; sodium hydride; In tetrahydrofuran;

DOI:10.1021/jm020001x

upstream raw materials:

Arachidic acid

rac-1-amino-2-ethoxy-3-(trityloxy)propane

ethyl bromide

2-ethoxy-propane-1,3-diol

Downstream raw materials:

rac-3-eicosanamido-2-ethoxypropylphosphocholine

Refernces

• 1、 Liu, Dong-Zhou,Morris-Natschke, Susan L.,Kucera, Louis S.,Ishaq, Khalid S.,Thakker, Dhiren R.. "Structure-activity relationships for enhancement of paracellular permeability by 2-alkoxy-3-alkylamidopropylphosphocholines across Caco-2 cell monolayers". . p. 1169 - 1174. Retrieved 2007/10/03.