237757-02-7

Basic information

• Product Name: (+)-(2R)-2-benzyloxyhexadecan-1-al
• CAS NO: 237757-02-7
• Molecular Weight: 346.554
• Mol File: 237757-02-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (+)-(2R)-2-benzyloxyhexadecan-1-al(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-(2R)-2-benzyloxyhexadecan-1-al(237757-02-7)
• EPA Substance Registry System: (+)-(2R)-2-benzyloxyhexadecan-1-al(237757-02-7)

Safety Data

• Hazardous Substances Data: 237757-02-7(Hazardous Substances Data)

Upstream product

• 61490-71-9 (2R)-(+)-1,2-hexadecanediol 
• 237757-01-6 (-)-(2R)-2-benzyloxyhexadecan-1-ol 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 629-73-2 1-Hexadecene 

Downstream Products

• 237757-05-0 (2R,3S,4R)-<1,1-²H-1,2-¹³C>-2,3-epoxy-4-benzyloxyoctadecan-1-ol 
• 237757-04-9 (2E,4R)-<1,1-²H-1,2-¹³C>4-benzyloxy-2-octadecen-1-ol 
• 237757-03-8 (2E,4R)-<1,2-¹³C>ethyl 4-benzyloxy-2-octadecenoate 

Relevant articles and documents

A new approach to the stereoselective total synthesis of isotopically labeled D-ribo-phytosphingosine

We describe a novel stereoselective total synthesis of D-ribo-[1,1-2H- 1,2-13C]phytosphingosine (12). Chirality at the incipient C-4 position was derived from asymmetric dihydroxylation of 1-hexadecene. The remaining chiral centers were formed by Sharpless epoxidation of an allylic alcohol, followed by benzoylcarbamate cyclization to furnish a 2-amino-1,3,4-triol derivative with the desired stereochemistry. The 2H and 13C labels were introduced by Horner-Emmons condensation of 13C-labeled triethyl phosphonoacetate, followed by reduction of the resulting carboxylic ester with AlCl3/LiAlD4. Mass spectral results indicated the suitability of 12 as an internal standard for analyses by the isotope dilution method.