114275-40-0

Basic information

• Product Name: (2R,3R)-trans-2-azide-1,3-O-benzylidene-1,3-octadec-4-enediol
• Synonyms: (2R,3R)-trans-2-azide-1,3-O-benzylidene-1,3-octadec-4-enediol
• CAS NO: 114275-40-0
• Molecular Weight: 413.604
• Mol File: 114275-40-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (2R,3R)-trans-2-azide-1,3-O-benzylidene-1,3-octadec-4-enediol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R)-trans-2-azide-1,3-O-benzylidene-1,3-octadec-4-enediol(114275-40-0)
• EPA Substance Registry System: (2R,3R)-trans-2-azide-1,3-O-benzylidene-1,3-octadec-4-enediol(114275-40-0)

Safety Data

• Hazardous Substances Data: 114275-40-0(Hazardous Substances Data)

Upstream product

• 1125-88-8 benzaldehyde dimethyl acetal 
• 10257-28-0 D-Galactose 
• 96854-01-2 triphenylphosphoniotetradecylid 
• 100-52-7 benzaldehyde 
• 117112-62-6 (2R,3R)-cis-1,3-O-benzylidene-1,2,3-octadec-4-enetriol 
• 150162-78-0 (2R,3S)-1,3-O-benzylidene-1,2,3-octadecanetriol-4-one 
• 303752-90-1 1,3-O-benzylidene-(D-arabino/L-xylo)-1,2,3,4-octadecanetetrol 
• 117168-66-8 1,3-O-benzylidene-2-O-methanesulfonyl-L-xylo-1,2,3,4-octadecanetetrol 
• 117168-66-8 (2S,4R,5R)-4-[(R)-1-hydroxypentadecyl]-2-phenyl-1,3-dioxan-5-yl methanesulfonate 
• 117168-67-9 2-azido-1,3-O-benzylidene-L-lyxo-1,3,4-octadecanetriol 
• 117168-58-8 2-azido-1,3-O-benzylidene-D-ribo-1,3,4-octadecanetriol 
• 117168-65-7 (2R,3R,4S)-1,3-O-benzylidene-1,2,3,4-octadecanetetrol 
• 117168-55-5 (2R,3R,4R)-1,3-O-benzylidene-1,2,3,4-octadecanetetrol 
• 88303-25-7 tetradecylmagnesium bromide 

Downstream Products

• 117112-63-7 (2S,3R,4E)-2-amino-1,3-benzylidene-4-octadecene-1,3-diol 
• 4201-55-2 (2S,3R,4E)-3-benzoyl-2-(hexadecanamido)-4-octadecene-1,3-diol 
• 117112-64-8 (2S,3R)-N-palmitoyl-1,3-O-benzylidene-4,5-dihydro-D-sphingosine 
• 117112-65-9 (2S,3R)-3-O-benzoyl-4,5-dihydro-1-deoxyceramide-1-bromide 
• 34324-89-5 (2S,3R,4E)-1-(β-D-galactopyranosyloxy)-2-(hexadecanoylamino)-3-hydroxyoctadec-4-ene 
• 117112-66-0 (2S,3R)-3-O-benzoyl-4,5-dihydro-1-deoxyceramide-1-sulfonic acid 
• 143517-08-2 1-OTBDPS ceramide 
• 143517-09-3 Benzoic acid (E)-(R)-1-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-hexadecanoylamino-ethyl]-hexadec-2-enyl ester 
• 94069-99-5 (2S,3R)-N-palmitoyl-3-O-benzoyl-1-O-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-D-sphingosine 
• 124338-03-0 Benzoic acid (E)-(R)-1-[(S)-2-((2S,3aR,5R,6S,7S,7aR)-6,7-diacetoxy-5-acetoxymethyl-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-2-yloxy)-1-hexadecanoylamino-ethyl]-hexadec-2-enyl ester 
• 94069-99-5 Benzoic acid (E)-(R)-1-[(S)-1-hexadecanoylamino-2-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-ethyl]-hexadec-2-enyl ester 
• 1670-26-4 sphingosylphosphorylcholine 
• 916159-70-1 (2S,3R)-(E)-2-azido-1-(tert-butyldiphenylsilyloxy)octadec-4-en-3-ol 
• 114299-45-5 (2S,3R,4E)-2-Azido-3-(pivaloyloxy)-1-(triphenylmethyloxy)-4-octadecen 

Relevant articles and documents

An Improved, Versatile, and Easily Scalable Synthesis of Sphingomyelins: Application to Stable Isotope Labeling

With a view to make conveniently labeled mass spectrometry standards available, a set of deuterated sphingomyelins were prepared by a new expedient, flexible, robust, scalable, and high-yielding synthetic scheme starting from 2-azido-3- O -benzoylsphingos

The total syntheses of D-erythro-sphingosine, N-palmitoylsphingosine (ceramide), and glucosylceramide (cerebroside) via an azidosphingosine analog

The total synthesis of D-erythro-sphingosine (9) was performed by a chirospecific method starting from D-galactose via an azidosphingosine intermediate to give highly homogeneous ( > 99.9% C18:1) sphingosine base (9) which contained no observable olefin isomerization by product and was demonstrated to be optically pure by a novel method utilizing Mosher's acid. Ceramide (10) was prepared from this sphingosine (9) with highly homogeneous (99.8% C16:0) palmitic acid by two methods. The cerebroside glucosylceramide (23) was the next sphingolipid in this series to be synthesized in a highly homogeneous form. These three sphingolipids are currently being used for biophysical studies of the structures of their hydrated bio-molecular assemblies.

SYNTHESES OF D-ERYTHRO-1-DEOXYDIHYDROCERAMIDE-1-SULFONIC ACID AND PHOSPHONOSPHINGOGLYCOLIPID FOUND IN MARINE ORGANISM VIA A COMMON PRECURSOR

D-Erythro-1-deoxydihydroceramide-1-sulfonic acid, isolated from alkali-stable hydrogenated lipids in a non-photosynthetic marine diatom, Nitzschia alba, and (2S,3R)-N-palmitoyl-1-O--β-D-galactopyranosyl>-D-sphingosine, found in marine snail Turbo cornutus were synthesized via a common precursor (10) starting from galactose.