Benzene, 1-[3-(hexadecyloxy)-2-methoxypropoxy]-4-methoxy-, (R)-

Base Information

• Chemical Name: Benzene, 1-[3-(hexadecyloxy)-2-methoxypropoxy]-4-methoxy-, (R)-
• CAS No.: 156737-66-5
• Molecular Formula: C27H48O4
• Molecular Weight: 436.676
• Mol file: 156737-66-5.mol

Synonyms:

Chemical Property of Benzene, 1-[3-(hexadecyloxy)-2-methoxypropoxy]-4-methoxy-, (R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzene, 1-[3-(hexadecyloxy)-2-methoxypropoxy]-4-methoxy-, (R)-

There total 3 articles about Benzene, 1-[3-(hexadecyloxy)-2-methoxypropoxy]-4-methoxy-, (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: 99.0%

1-O-hexadecyl-3-O-(p-methoxyphenyl)-sn-glycerol (156737-65-4) + methyl iodide (74-88-4) → 1-O-Hexadecyl-2-O-methyl-3-O-(4-methoxyphenyl)-sn-glycerol (156737-66-5)

Guidance literature:

With tetrabutylammomium bromide; sodium hydride; In tetrahydrofuran; for 24h; Ambient temperature;

DOI:10.1021/jo00088a059

Reference yield:

allyl (4-methoxyphenyl) ether (13391-35-0) → 1-O-Hexadecyl-2-O-methyl-3-O-(4-methoxyphenyl)-sn-glycerol (156737-66-5)

Guidance literature:

Multi-step reaction with 3 steps

1: AD-mix-α / 2-methyl-propan-2-ol; H2O

2: 1.) n-Bu₂SnO, 2.) CsF / 1.) MeOH, reflux, 2.) DMF, RT

3: 1.) NaH / 1.) DMF, 30 min, 2.) DMF, RT

With AD-mix-α; sodium hydride; di(n-butyl)tin oxide; cesium fluoride; In water; tert-butyl alcohol;

DOI:10.1021/jm960164j

Reference yield:

(R)-3-(p-methoxyphenoxy)-1,2-propanediol (17131-52-1,124933-35-3,131064-88-5,131064-87-4) → 1-O-Hexadecyl-2-O-methyl-3-O-(4-methoxyphenyl)-sn-glycerol (156737-66-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-Bu₂SnO, 2.) CsF / 1.) MeOH, reflux, 2.) DMF, RT

2: 1.) NaH / 1.) DMF, 30 min, 2.) DMF, RT

With sodium hydride; di(n-butyl)tin oxide; cesium fluoride;

DOI:10.1021/jm960164j

upstream raw materials:

1-O-hexadecyl-3-O-(p-methoxyphenyl)-sn-glycerol

methyl iodide

allyl (4-methoxyphenyl) ether

(R)-3-(p-methoxyphenoxy)-1,2-propanediol

Downstream raw materials:

1-O-hexadecyl-2-O-methyl-sn-glycerol

(2R,3S,4R,6R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-((R)-3-hexadecyloxy-2-methoxy-propoxy)-tetrahydro-pyran

(2R,3S,4R,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-((R)-3-hexadecyloxy-2-methoxy-propoxy)-tetrahydro-pyran

(2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((R)-3-hexadecyloxy-2-methoxy-propoxy)-tetrahydro-pyran-3-ol