title: A concise synthesis of a promising protein kinase C inhibitor: D-erythro-sphingosine.
abstract: In this study, we explored a convenient and concise route for synthesis of D-erythro-sphingosine 1 from commercially available and cheap L-serine. The key steps are simple preparation of amino ketone 5 from Weinreb amide 3 and high diastereoselective reduction of amino ketone 5 to give the natural erythro-(anti-) isomer.
authors.affiliation: College of Pharmacy, SungKyunKwan University, Suwon 440-746, Korea.
authors.forename: Van-Thoai
authors.initials: VT
authors.lastname: Pham
authors.forename: Jae-Eun
authors.initials: JE
authors.lastname: Joo
authors.forename: Yong-Shou
authors.initials: YS
authors.lastname: Tian
authors.forename: Chang-Young
authors.initials: CY
authors.lastname: Oh
authors.forename: Won-Hun
authors.initials: WH
authors.lastname: Ham
mesh_terms: D000577:Amides / Q000138:chemical synthesis; D002626:Chemistry, Pharmaceutical; D007659:Ketones / Q000138:chemical synthesis; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011493:Protein Kinase C / Q000037:antagonists & inhibitors*; D047428:Protein Kinase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D012694:Serine / Q000737:chemistry; D017550:Spectroscopy, Fourier Transform Infrared; D013110:Sphingosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D013237:Stereoisomerism; D013678:Technology, Pharmaceutical / Q000379:methods*
chemical_list: D000577:Amides; D007659:Ketones; D047428:Protein Kinase Inhibitors; C481931:erythro-(2R,3S)-sphingosine; D012694:Serine; D011493:Protein Kinase C; D013110:Sphingosine