21481-56-1

Basic information

• Product Name: Octadecanamide, N-[(1R,2S)-2-hydroxy-1-(hydroxymethyl)heptadecyl]-, rel-
• CAS NO: 21481-56-1
• Molecular Formula: C36H73NO3
• Molecular Weight: 567.981
• Mol File: 21481-56-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Octadecanamide, N-[(1R,2S)-2-hydroxy-1-(hydroxymethyl)heptadecyl]-, rel-(CAS DataBase Reference)
• NIST Chemistry Reference: Octadecanamide, N-[(1R,2S)-2-hydroxy-1-(hydroxymethyl)heptadecyl]-, rel-(21481-56-1)
• EPA Substance Registry System: Octadecanamide, N-[(1R,2S)-2-hydroxy-1-(hydroxymethyl)heptadecyl]-, rel-(21481-56-1)

Safety Data

• Hazardous Substances Data: 21481-56-1(Hazardous Substances Data)

Upstream product

• 764-22-7 (2S,3R)-2-amino-1,3-octadecanediol 
• 112-76-5 Stearoyl chloride 
• 1018676-90-8 ethyl (2R,3R)-2-octadecanoylamino-3-hydroxyoctadecanoate 
• 3102-56-5 dihydrosphingosine 
• 112-61-8 Methyl stearate 
• 13552-09-5 2-aminooctadecan-1,3-diol 

Downstream Products

• 116032-35-0 D-erythro-2-octadecylamino-octadecane-1,3-diol 
• 20183-08-8 DL-erythro-N-stearoyl-1--2-amino-3-hydroxy-octadecan 
• 20183-10-2 DL-threo-N-Stearoyl-1,3-dihydroxy-2-amino-octadecan-1,3-(β-chlorethyl)-cyclophosphat 
• 1616618-82-6 (2R,3R) 3-hydroxy-2-stearamidooctadecane-1-sulfonic acid 
• 1616618-73-5 S-(2R,3R) 3-(tert-butyldimethylsilyloxy)-2-stearamidooctadecyl ethanethioate 
• 1616618-68-8 N-((2S,3R) 3-(tert-butyldimethylsilyloxy)-1-hydroxyoctadecan-2-yl)stearamide 
• 1616618-59-7 N-((5R,6S)-2,2,3,3,9,9,10,10-octamethyl-5-pentadecyl-4,8-dioxa-3,9-disilaundecan-6-yl)stearamide 
• 23175-56-6 Phosphoric acid 2-dimethylamino-ethyl ester (2R,3S)-3-hydroxy-2-octadecanoylamino-octadecyl ester 
• 13032-60-5 (+/-)-erythro-3-benzoyloxy-2-stearoylamino-octadecan-1-ol 

Relevant articles and documents

Development of Asymmetric Transfer Hydrogenation with a Bifunctional Oxo-Tethered Ruthenium Catalyst in Flow for the Synthesis of a Ceramide (D-erythro-CER[NDS])

The development of an efficient synthetic route for an optically active ceramide compound (d-erythro-CER[NDS]) is described. The route proceeds through asymmetric transfer hydrogenation in a pipes-in-series flow reactor with oxo-tethered ruthenium complex-catalyzed dynamic kinetic resolution. This synthesis was accomplished without any expensive reagents, and none of the intermediates required isolation. This resulted in a robust process that has been successfully run on a production scale.

PROCESS FOR PRODUCING OPTICALLY ACTIVE BETA-HYDROXY-ALPHA-AMINOCARBOXYLIC ACID ESTER

It is an objective of the present invention to produce an anti-form of an optically active β-hydroxy-α-aminocarboxylic acid ester efficiently, simply and industrially advantageously. The objective can be accomplished by directly and selectively producing the anti-form of the optically active β-hydroxy-α-aminocarboxylic acid ester by asymmetric reduction of a β-keto-α-aminocarboxylic acid ester using an optically active amine complex as a catalyst. Further, the β-keto-α-aminocarboxylic acid ester as a raw material can be produced at a high yield by reacting a glycine derivative with a carboxylic acid derivative.

The synthesis and biological characterization of a ceramide library

A facile synthesis of a combinatorial ceramide library and their activities in the NF-κB pathway and in apoptosis induction/prevention were demonstrated. A novel NF-κB activating molecule was discovered among ceramide containing β-galactose, and the structural requirements of ceramides for apoptosis induction was elucidated. Copyright