(R)-3-Hydroxy-octadecanal

Base Information

• Chemical Name: (R)-3-Hydroxy-octadecanal
• CAS No.: 321156-54-1
• Molecular Formula: C₁₈H₃₆O₂
• Molecular Weight: 284.483
• Mol file: 321156-54-1.mol

Synonyms:

Chemical Property of (R)-3-Hydroxy-octadecanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-Hydroxy-octadecanal

There total 7 articles about (R)-3-Hydroxy-octadecanal 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:

(R)-nonadec-1-en-4-ol (307557-82-0) → (R)-3-Hydroxy-octadecanal (321156-54-1)

Guidance literature:

Multi-step reaction with 2 steps

1: OsO₄; NMO

2: NaIO₄

With sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; 1: dihydroxylation / 2: oxidative cleavage;

DOI:10.1016/S0960-894X(00)00424-8

Reference yield:

(R)-2-pentadecyloxirane (185306-50-7) → (R)-3-Hydroxy-octadecanal (321156-54-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper(l) iodide / tetrahydrofuran / -78 °C / Inert atmosphere

2.1: ozone / dichloromethane; pyridine / -78 °C

2.2: 0 °C

With copper(l) iodide; ozone; In tetrahydrofuran; pyridine; dichloromethane;

DOI:10.3390/molecules24112081

Reference yield:

n-heptadecanal (629-90-3) → (R)-3-Hydroxy-octadecanal (321156-54-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: (2R,5S)-2-tert-butyl 3,5-dimethylimidazolidin-4-one trifluoroacetic acid salt; 2,2,3,4,5,6-hexachloro-cyclohexa-2,4-dien-1-one / tetrahydrofuran / 20 °C

1.2: 0 - 20 °C

1.3: 20 °C

2.1: copper(l) iodide / tetrahydrofuran / -78 °C / Inert atmosphere

3.1: ozone / dichloromethane; pyridine / -78 °C

3.2: 0 °C

With copper(l) iodide; (2R,5S)-2-tert-butyl 3,5-dimethylimidazolidin-4-one trifluoroacetic acid salt; 2,2,3,4,5,6-hexachloro-cyclohexa-2,4-dien-1-one; ozone; In tetrahydrofuran; pyridine; dichloromethane;

DOI:10.3390/molecules24112081

upstream raw materials:

n-hexadecylaldehyde

(R)-nonadec-1-en-4-ol

(4R,6R)-4,6-Dimethyl-2-pentadecyl-[1,3]dioxane

(2R,4R)-4-((R)-1-Allyl-hexadecyloxy)-pentan-2-ol

Downstream raw materials:

(R)-3-hydroxyoctadecanoic acid

Refernces

• 1、 Chen, Shu-Hui,Sun, Xicheng,Boyer, Robert,Paschal, Jonathan,Zeckner, Doug,Current, William,Zweifel, Mark,Rodriguez, Michael. "Syntheses and biological evaluation of novel pseudomycin side-chain analogues. Part 2". . p. 2107 - 2110. Retrieved 2007/10/03.