A practical and cost-effective synthesis of d-erythro-sphingosine from d-ribo-phytosphingosine via a cyclic sulfate intermediate

Synthesis

Volumn , Issue 6, 2011, Pages 867-872

  Lee, Yun Mi ^a   Lee, Seokwoo ^a   Jeon, Hongjun ^a   Baek, Dong Jae ^a   Seo, Jae Hong ^a   Kim, Deukjoon ^a   Kim, Sanghee ^a  

^a Seoul National University   (South Korea)

Author keywords

cyclic sulfates; protecting groups; reactive intermediates; sphingolipids; synthetic methods

Indexed keywords

CYCLIC SULFATES; PROTECTING GROUP; REACTIVE INTERMEDIATE; SPHINGOLIPIDS; SYNTHETIC METHODS;

ENZYME INHIBITION; LIPIDS;

REACTION INTERMEDIATES;

1 (TERT BUTYLDIPHENYLSILYLOXY) 2 [N (TRIFLUOROACETYL)AMINO]OCTADECAN 3,4 CYCLIC SULFATE; 1 (TRITYLOXY) 2 [N (TRIFLUOROACETYL)AMINO]OCTADECAN 3,4 CYCLIC SULFATE; 2 ACETAMIDOOCTADEC 4 ENE 1,3 DIYL DIACETATE; 2 AMINOOCTADEC 4 ENE 1,4 DIOL (SPHINGOSINE); 2,2,2 TRIFLUORO N [1,3,4 TRIHYDROXYOCTADECAN 2 YL]ACETAMIDE; CYCLIC SULFIDE; N (1,3 DIHYDROXYOCTADEC 4 EN 2 YL) 2,2,2 TRIFLUOROACETAMIDE; N [ 1 (TERT BUTYLDIPHENYLSILYLOXY) 3,4 DIHYDROXYOCTADECAN 2 YL] 2,2,2 TRIFLUOROACETAMIDE; N [1 (TERT BUTYLDIPHENYLSILYLOXY) 3 HYDROXY 4 IODOOCTADECAN 2 YL] 2,2,2 TRIFLUOROACETAMIDE; N [1 (TERT BUTYLDIPHENYLSILYLOXY) 3 HYDROXYOCTADECAN 4 EN 2 YL] 2,2,2 TRIFLUOROACETAMIDE; N [1 (TERT BUTYLDIPHENYLSILYLOXY) 4 HYDROXY 3 IODOOCTADECAN 2 YL] 2,2,2 TRIFLUOROACETAMIDE; N [3,4 DIHYDROXY 1 (TRITYLOXY)OCTADECAN 2 YL] 2,2,2 TRIFLUOROACETAMIDE; PHYTOSPHINGOSINE; SPHINGOSINE; SULFONAMIDE; TRIFLUOROACETAMIDE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; ELIMINATION REACTION; HYDROLYSIS; NUCLEOPHILICITY; OXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE; ROOM TEMPERATURE; STEREOCHEMISTRY; SYNTHESIS;

EID: 79952443272     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0030-1258437     Document Type: Article

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