2-Hexyl-3-oxo-5-[(tetrahydro-2H-pyran-2-yl)oxy]-hexadecanoic Acid Methyl Ester

Base Information

• Chemical Name: 2-Hexyl-3-oxo-5-[(tetrahydro-2H-pyran-2-yl)oxy]-hexadecanoic Acid Methyl Ester
• CAS No.: 104801-67-4
• Molecular Formula: C28H52O5
• Molecular Weight: 468.718
• Mol file: 104801-67-4.mol

Synonyms:.methyl 2-hexyl-3-oxo-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoate;methyl 2-hexyl-3-oxo -5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoate;2-Hexyl-3-oxo-5-[(tetrahydro-2H-pyran-2-yl)oxy]-hexadecanoic Acid Methyl Ester;.methyl-2-hexyl-3-oxo-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoate;

Chemical Property of 2-Hexyl-3-oxo-5-[(tetrahydro-2H-pyran-2-yl)oxy]-hexadecanoic Acid Methyl Ester

Chemical Property:

• Boiling Point: 548.6±45.0 °C(Predicted)
• PKA: 11.55±0.59(Predicted)
• PSA: 61.83000
• Density: 0.97±0.1 g/cm3(Predicted)
• LogP: 7.53790
• Storage Temp.: Refrigerator
• Solubility.: Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

2-Hexyl-3-oxo-5-[(tetrahydro-2H-pyran-2-yl)oxy]-hexadecanoicAcidMethylEster(MixtureofDiastereomers) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 2-Hexyl-3-oxo-5-[(tetrahydro-2H-pyran-2-yl)oxy]-hexadecanoic Acid Methyl Ester is used in the preparation of oxetanone derivatives as pancreatic lipase inhibitors.

Technology Process of 2-Hexyl-3-oxo-5-[(tetrahydro-2H-pyran-2-yl)oxy]-hexadecanoic Acid Methyl Ester

There total 4 articles about 2-Hexyl-3-oxo-5-[(tetrahydro-2H-pyran-2-yl)oxy]-hexadecanoic Acid Methyl Ester 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: 94.0%

3,4-dihydro-2H-pyran (110-87-2) + methyl 2-hexyl-5-hydroxy-3-oxo-hexadecanoate (104801-82-3) → methyl-2-hexyl-3-oxo-5-<(tetrahydro-2H-pyran-2-yl)oxy>hexadecanoate (104801-67-4)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; 0 degC, 30 min, room t., 1 h;

DOI:10.1002/hlca.19870700124

Reference yield:

2-acetyl-octanoic acid methyl ester (70203-04-2) → methyl-2-hexyl-3-oxo-5-<(tetrahydro-2H-pyran-2-yl)oxy>hexadecanoate (104801-67-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 48 percent / 1.) NaH; 2.) BuLi / tetrahydrofuran; hexane / 1.) 1 h, room t.; 2.) 0 degC, 15 min, room t., 1 h

2: 94 percent / TsOH / CH₂Cl₂ / 0 degC, 30 min, room t., 1 h

With n-butyllithium; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1002/hlca.19870700124

Reference yield:

Dodecanal (112-54-9) → methyl-2-hexyl-3-oxo-5-<(tetrahydro-2H-pyran-2-yl)oxy>hexadecanoate (104801-67-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 48 percent / 1.) NaH; 2.) BuLi / tetrahydrofuran; hexane / 1.) 1 h, room t.; 2.) 0 degC, 15 min, room t., 1 h

2: 94 percent / TsOH / CH₂Cl₂ / 0 degC, 30 min, room t., 1 h

With n-butyllithium; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1002/hlca.19870700124

upstream raw materials:

3,4-dihydro-2H-pyran

methyl 2-hexyl-5-hydroxy-3-oxo-hexadecanoate

2-acetyl-octanoic acid methyl ester

Dodecanal

Downstream raw materials:

(R)-1'-<((2''R,3''R)-3''-hexyl-4''-oxo-2''-oxetanyl)methyl>dodecyl (S)-N-formylleucinate

(S)-1-((2R,3R)-3-Hexyl-4-oxooxetan-2-yl)tridecan-2-yl formyl-L-leucinate

(R)-1'-<((2''S,3''S)-3''-hexyl-4''-oxo-2''-oxetanyl)methyl>dodecyl (S)-N-formylleucinate

2-hexyl-3-hydroxy-5-<(tetrahydro-2H-pyran-2-yl)oxy>hexadecanoic acid

Refernces

• 1、 -. "OXETANONES AND PROCESS FOR THEIR PRODUCTION". . . Retrieved 2008/06/13.