OLEIC ACID N-HYDROXYSUCCINIMIDE ESTER

Base Information

• Chemical Name: OLEIC ACID N-HYDROXYSUCCINIMIDE ESTER
• CAS No.: 81480-40-2
• Molecular Formula: C₂₂H₃₇NO₄
• Molecular Weight: 379.54
• Mol file: 81480-40-2.mol

Synonyms:2,5-Pyrrolidinedione,1-[(1-oxo-9-octadecenyl)oxy]-, (Z)-; 2,5-Pyrrolidinedione,1-[[(9Z)-1-oxo-9-octadecenyl]oxy]- (9CI); N-Hydroxysuccinimide oleate;N-Succinimidyl oleate; Oleic acid N-hydroxysuccinimide ester

Chemical Property of OLEIC ACID N-HYDROXYSUCCINIMIDE ESTER

Chemical Property:

• Boiling Point: 482.0±38.0 °C(Predicted)
• PSA: 63.68000
• Density: 1.03±0.1 g/cm3(Predicted)
• LogP: 5.56900
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

OleicAcidN-Hydroxysuccinimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Oleic Acid N-Hydroxysuccinimide is an inhibitor of CD36/FAT translocase, and an inhibitor of the mitochondrial respiratory chain. Also it us used in the preparation of ceramide analogues as skin permeation enhancers.

Technology Process of OLEIC ACID N-HYDROXYSUCCINIMIDE ESTER

There total 3 articles about OLEIC ACID N-HYDROXYSUCCINIMIDE 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: 97.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + cis-Octadecenoic acid (112-80-1,2027-47-6) → N-hydroxysuccinimide ester of oleic acid (81480-40-2)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

Reference yield: 84.0%

→ N-hydroxysuccinimide ester of oleic acid (81480-40-2)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 35 ℃; for 15h;

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + (Z)-9-octadecenoyl chloride (112-77-6) → N-hydroxysuccinimide ester of oleic acid (81480-40-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 - 0.23 ℃;

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

cis-Octadecenoic acid

(Z)-9-octadecenoyl chloride

Downstream raw materials:

(S,Z)-1-(2-(hydroxymethyl)pyrrolidin-1-yl)octadecan-9-en-1-one