850223-35-7

Basic information

• Product Name: 4-Octadecen-1-ol, 2-amino-3-(phenylmethoxy)-, (2S,3R,4E)-
• CAS NO: 850223-35-7
• Molecular Formula: C25H43NO2
• Molecular Weight: 389.622
• Mol File: 850223-35-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4-Octadecen-1-ol, 2-amino-3-(phenylmethoxy)-, (2S,3R,4E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Octadecen-1-ol, 2-amino-3-(phenylmethoxy)-, (2S,3R,4E)-(850223-35-7)
• EPA Substance Registry System: 4-Octadecen-1-ol, 2-amino-3-(phenylmethoxy)-, (2S,3R,4E)-(850223-35-7)

Safety Data

• Hazardous Substances Data: 850223-35-7(Hazardous Substances Data)

Upstream product

• 850223-34-6 (E)-(2R,3R)-3-Benzyloxy-octadec-4-ene-1,2-diol 
• 130259-14-2 (2S,3R,4E)-2-azido-3-O-benzylsphingosine 

Downstream Products

• 201139-13-1 Benzoic acid (2R,3R,4S,5R,6R)-4-benzyloxy-6-benzyloxymethyl-2-((E)-(2S,3R)-3-benzyloxy-2-octadecanoylamino-octadec-4-enyloxy)-5-(2-chloro-acetoxy)-tetrahydro-pyran-3-yl ester 
• 123-78-4 (2S,3R,4E)-2-amino-4-octadecene-1,3-diol 
• 201139-02-8 Octadecanoic acid ((E)-(1S,2R)-2-benzyloxy-1-hydroxymethyl-heptadec-3-enyl)-amide 

Relevant articles and documents

Efficient and versatile synthesis of (2S,3R)-sphingosine and its 2-azido-3-O-benzylsphingosine analogue

The title compounds (1, 2) were synthesized from (2R,3S)-2-O-benzyl-3,4-O- (3′-pentylidene)-2,3,4-trihydroxybutanal (5). Installation of the E-double bond and aliphatic chain into the sphingosine base was effected by a sequence of Horner-Wadsworth-Emmons olefination of 5, conversion to allylic acetate 8, and copper-mediated Grignard coupling. The method is versatile, allowing a broad variety of aliphatic chains to be introduced in the organocuprate coupling step.