Benzene, 2-methoxy-3-(octadecyloxy)propoxymethyl-, (R)-

Base Information

• Chemical Name: Benzene, 2-methoxy-3-(octadecyloxy)propoxymethyl-, (R)-
• CAS No.: 83167-58-2
• Molecular Formula: C29H52O3
• Molecular Weight: 0
• Mol file: 83167-58-2.mol

Synonyms:Benzene, 2-methoxy-3-(octadecyloxy)propoxymethyl-, (R)-

Chemical Property of Benzene, 2-methoxy-3-(octadecyloxy)propoxymethyl-, (R)-

Chemical Property:

• PSA: 27.69000
• LogP: 8.49630

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzene, 2-methoxy-3-(octadecyloxy)propoxymethyl-, (R)-

There total 19 articles about Benzene, 2-methoxy-3-(octadecyloxy)propoxymethyl-, (R)- 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: 75.9%

3-O-Benzyl-1-O-octadecyl-sn-glycerol (83167-57-1) + methyl iodide (74-88-4) → 3-O-Benzyl-2-O-methyl-1-O-octadecyl-sn-glycerin (83167-58-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 1.5h; Ambient temperature;

DOI:10.1002/hlca.19820650339

Reference yield:

benzyl chloride (100-44-7) → 3-O-Benzyl-2-O-methyl-1-O-octadecyl-sn-glycerin (83167-58-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 94 percent / 30percent NaOH / tributylbenzylammonium chloride / 4 h / 50 °C

2: 91 percent / 1N H₂SO₄ / 1 h / 90 °C

3: 64.5 percent / pyridine / CHCl₃ / Ambient temperature

4: 70 percent / t-BuOK / tetrahydrofuran / 0.33 h / Ambient temperature

5: 46.5 percent / NaH / dimethylformamide / 3 h / 80 °C

6: 75.9 percent / NaH / dimethylformamide / 1.5 h / Ambient temperature

With pyridine; sodium hydroxide; sulfuric acid; potassium tert-butylate; sodium hydride; benzyltri(n-butyl)ammonium chloride; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19820650339

Reference yield:

3-O-Octadecyl-1-O-p-toluolsulfonyl-sn-glycerin (83526-54-9) → 3-O-Benzyl-2-O-methyl-1-O-octadecyl-sn-glycerin (83167-58-2)

Guidance literature:

Multi-step reaction with 11 steps

1: toluene / 1 h / 80 °C

2: pyridine / CHCl₃ / Ambient temperature

3: H₂ / 5percent Pd/C / tetrahydrofuran / Ambient temperature

4: phosphorus oxychloride, Et₃N, pyridine / CHCl₃ / Ambient temperature

5: 66 percent / LiAlH₄ / tetrahydrofuran / Ambient temperature

6: 81 percent / pyridine / Ambient temperature

7: 99 percent / pyridine / CHCl₃ / Ambient temperature

8: 81.5 percent / 1N HCl / dioxane / 1 h / Heating

9: t-BuOK / tetrahydrofuran / Ambient temperature

10: dimethylformamide / 80 °C

11: 75.9 percent / NaH / dimethylformamide / 1.5 h / Ambient temperature

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; potassium tert-butylate; hydrogen; sodium hydride; triethylamine; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; chloroform; N,N-dimethyl-formamide; toluene;

DOI:10.1002/hlca.19820650339

upstream raw materials:

3-O-Benzyl-1-O-octadecyl-sn-glycerol

methyl iodide

(R)-octadecylglycerol

n-octadecyl p-toluenesulfonate

Downstream raw materials:

1-O-octadecyl-2-O-methyl-sn-glycerol

(+)-Edelfosine