572922-36-2

Upstream product

• 1987-40-2 (2S,3R,4R)-2-(N-benzoyl)amino-octadecane-1,3,4-triol 
• 572922-35-1 2-phenyl-4-(S)-[(1R,2R)-1,2-dihydroxyhexadecyl]-1,3-oxazoline 
• 124-63-0 methanesulfonyl chloride 
• 98-88-4 benzoyl chloride 
• 5333-86-8 ethyl benzimidate hydrochloride 
• 554-62-1 D-ribo-phytosphingosine 
• 572922-32-8 (2S,3R,4R)-2-(N-benzoyl)amino-3,4-di-O-benzoyl-1-O-trityl-octadecane-1,3,4-triol 
• 572922-31-7 (2S,3R,4R)-2-(N-benzoyl)amino-1-O-trityl-octadecane-1,3,4-triol 
• 572922-33-9 (2S,3R,4R)-2-(N-benzoyl)amino-3,4-di-O-benzoyl-octadecane-1,3,4-triol 
• 572922-34-0 2-phenyl-4-(S)-[(1R,2R)-1,2-di(benzoyloxy)hexadecyl]-1,3-oxazoline 

Downstream Products

• 572922-37-3 1-[4-(S)-(2-phenyl-4,5-dihydro-oxazol)-4-yl]-(1S,2R)-1,2-oxiranyl-hexadecane 

Relevant academic research and scientific papers

A process for the synthesis of sphingosine

This invention relates to a method for the production of a sphingoid base according to formula comprising the steps of(1) dissolving a starting compound according to formula III or a salt thereof in a substantially inert solvent,(2) protecting the NH2 group with a NH2 protecting group,(3) activating C4 HR3' for an elimination reaction with C5HR4,(4) causing an elimination reaction to take place to form a double bond between the C4 and C5 carbon atom,(5) removing the NH2 protecting group.

Effective, high-yielding, and stereospecific total synthesis of D-erythro-(2R,3S)-sphingosine from D-ribo-(2S,3S,4R)-phytosphingosine

The synthesis of naturally occurring D-erythro-(2R,3S,4E)-sphingosine from commercially available D-ribo-(2S,3S,4R)-phytosphingosine is described. The key step in the reaction sequence comprises TMSI/DBN promoted regio- and stereoselective oxirane opening of intermediate 2-phenyl-4-(S)-[(1S,2S)-1,2- epoxyhexadecyl]-1,3-oxazoline followed by the in situ trans-elimination of 2-phenyl-4-(S)-[(1S,2R)-1,2-dideoxy-2-iodo-1-trimethylsilyloxyhexadecyl]-1, 3-oxazoline.

Process for the synthesis of sphingosine

This invention relates to a method for the production of a sphingoid base according to formula comprising the steps of (1) dissolving a starting compound according to formula III or a salt thereof in a substantially inert solvent, (2) protecting the NHsu