N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]hexanamide

Base Information

• Chemical Name: N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]hexanamide
• CAS No.: 171039-13-7
• Molecular Formula: C24H49NO3
• Molecular Weight: 399.65100
• ChEMBL ID: CHEMBL224878
• DSSTox Substance ID: DTXSID40585109
• Nikkaji Number: J640.422G
• Wikidata: Q27145820
• Mol file: 171039-13-7.mol

Synonyms:C6-dihydroceramide;D-erythro-N-hexanoyldihydrosphingosine;N-hexanoyldihydrosphingosine

Chemical Property of N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]hexanamide

Chemical Property:

• Vapor Pressure: 1.36E-15mmHg at 25°C
• Melting Point: 99-100°C
• Boiling Point: 574.5oC at 760 mmHg
• Flash Point: 301.3oC
• PSA: 73.05000
• Density: 0.937g/cm3
• LogP: 6.72630
• Storage Temp.: −20°C
• Solubility.: Chloroform
• XLogP3: 8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 21
• Exact Mass: 399.37124443
• Heavy Atom Count: 28
• Complexity: 336

Purity/Quality:

98%Min ^*data from raw suppliers

C6 Dihydroceramide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(C(CO)NC(=O)CCCCC)O
• Isomeric SMILES: CCCCCCCCCCCCCCC[C@H]([C@H](CO)NC(=O)CCCCC)O
• Description: C6 dihydro Ceramide is a metabolically inactive analog of C6 ceramide that has been used as a negative control in experiments investigating the biological activity of C6 ceramide. [Matreya, LLC. Catalog No. 1910]
• Uses: C6 DIHYDROCERAMIDE may be used as a negative control for C6 Ceramide May be used as a negative control for C6 Ceramide.

Technology Process of N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]hexanamide

There total 3 articles about N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]hexanamide 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:

dihydrosphingosine (3102-56-5) + Hexanoyl chloride (142-61-0) → N-hexanoyldihydrosphingosine (171039-13-7)

Guidance literature:

Hexanoyl chloride; With pyridine; In 1-methyl-pyrrolidin-2-one; at 20 ℃;

dihydrosphingosine; In tetrahydrofuran; at 20 ℃; Further stages.;

DOI:10.1021/ja017576o

Reference yield:

(2S,3R)-2-amino-1,3-octadecanediol (764-22-7,2304-75-8,3102-56-5,3102-60-1,6036-76-6,6036-86-8,13552-09-5,15639-50-6,73938-69-9) + Hexanoyl chloride (142-61-0) → N-hexanoyldihydrosphingosine (171039-13-7)

Guidance literature:

Hexanoyl chloride; With pyridine; In 1-methyl-pyrrolidin-2-one; at 20 ℃;

(2S,3R)-2-amino-1,3-octadecanediol; In tetrahydrofuran; at 20 ℃; Further stages.;

DOI:10.1021/ja017576o

Reference yield:

→ 2-N-hexanoylamino-1,3-octadecanediol (171039-13-7)

Guidance literature:

upstream raw materials:

dihydrosphingosine

Hexanoyl chloride

(2S,3R)-2-amino-1,3-octadecanediol