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

Base Information

• Chemical Name: 2-Hexyl-3-hydroxy-5-[(tetrahydro-2H-pyran-2-yl)oxy]-hexadecanoic Acid
• CAS No.: 104801-93-6
• Molecular Formula: C27H52O5
• Molecular Weight: 456.707
• Mol file: 104801-93-6.mol

Synonyms:2-Hexyl-3-hydroxy-5-[(tetrahydro-2H-pyran-2-yl)oxy]-hexadecanoic Acid;

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

Chemical Property:

• Boiling Point: 597.0±50.0 °C(Predicted)
• PKA: 4.42±0.50(Predicted)
• PSA: 75.99000
• Density: 0.99±0.1 g/cm3(Predicted)
• LogP: 7.24130
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 2-Hexyl-3-hydroxy-5-[(tetrahydro-2H-pyran-2-yl)oxy]-hexadecanoic Acid is used in the preparation of lipase inhibitors.

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

There total 7 articles about 2-Hexyl-3-hydroxy-5-[(tetrahydro-2H-pyran-2-yl)oxy]-hexadecanoic Acid 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:

methyl 2-hexyl-3-hydroxy-5-<(tetrahydro-2H-pyran-2yl)oxy>hexadecanoate (104801-68-5) → 2-hexyl-3-hydroxy-5-<(tetrahydro-2H-pyran-2-yl)oxy>hexadecanoic acid (104801-93-6)

Guidance literature:

With sodium hydroxide; In methanol; water; for 4h; Heating;

DOI:10.1002/hlca.19870700124

Reference yield:

t-butyl 2-hexyl-3-hydroxy-(R)-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoate → 2-hexyl-3-hydroxy-5-<(tetrahydro-2H-pyran-2-yl)oxy>hexadecanoic acid (104801-93-6)

Guidance literature:

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → 2-hexyl-3-hydroxy-5-<(tetrahydro-2H-pyran-2-yl)oxy>hexadecanoic acid (104801-93-6)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 0.67 g / NaBH₄ / methanol; tetrahydrofuran / 1 h / Ambient temperature

3: 0.61 g / NaOH / H₂O; methanol / 4 h / Heating

With sodium hydroxide; sodium tetrahydroborate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1002/hlca.19870700124

upstream raw materials:

methyl 2-hexyl-3-hydroxy-5-<(tetrahydro-2H-pyran-2yl)oxy>hexadecanoate

3,4-dihydro-2H-pyran

2-acetyl-octanoic acid methyl ester

Dodecanal

Downstream raw materials:

Orlistat

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

Refernces

• 1、 Barbier,Schneider. "Syntheses of tetrahydrolipstatin and absolute configuration of tetrahydrolipstatin and lipstatin". . p. 196 - 202. Retrieved 2007/10/02.