135251-95-5Relevant articles and documents
Efficient synthesis of deuterium- and tritium-labeled D-erythro-sphingosine
Li, Shengrong,Pang, Jihai,Wilson, William K.,Schroepfer Jr., George J.
, p. 815 - 826 (1999)
Deuterium- and tritium-labeled D-erythro-sphingosine (1b and 1c) were prepared by an efficient approach based on a known stereoselective total synthesis. Tritium was introduced at C-1 by [3H]NaBH4 reduction in the final synthetic step to give 1c of high radiochemical purity. 1,1,3-Trideuterio-D-erythro-sphingosine (1b) was prepared similarly and showed > 99.5% enantiomeric purity and a high level of deuterium incorporation.
NOVEL SYNTHESIS INTERMEDIATES FOR OBTAINING DERIVATIVES OF SPHINGOSINES, CERAMIDES AND SPHINGOMYELINS WITH GOOD YIELDS
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Paragraph 0059; 0060; 0061; 0062, (2016/04/19)
The subject matter of the present invention is the novel molecules of formulae E, E′ and F. These molecules prove to be synthesis intermediates that are very advantageous for the manufacture of derivatives of sphingosine or of ceramides functionalized in position 1, with good yields, in which R1 and R2 are fatty chains, R3 is an alkyl group and R4 is a protective group for alcohol functions. Another subject of the invention is the use of the intermediates of type F for converting same into intermediates of type G, by means of reduction in the presence of lithium borohydride. The G molecules are precursors that are known to make it possible to obtain sphingolipids or sphingomyelin.
NEW LIGANDS FOR TARGETING OF S1P RECEPTORS FOR IN VIVO IMAGING AND TREATMENT OF DISEASES
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, (2013/03/26)
The present invention relates to novel compounds of formulae (I) and (II) which are useful in the prevention, treatment and diagnosis, in vivo diagnosis of diseases or disorders related to S1P receptors, in particular, in diseases which are connected to the regulatory function of sphingosine-1-phosphate (S1P) and its analogues, such as inflammation, pain, autoimmune diseases and cardiovascular diseases.
The synthesis of pseudomycin C′ via a novel acid promoted side-chain deacylation of pseudomycin A
Rodriguez, Michael J.,Belvo, Matthew,Morris, Robert,Zeckner, Douglas J.,Current, William L.,Sachs, Roberta K.,Zweifel, Mark J.
, p. 161 - 164 (2007/10/03)
The γ hydroxyl present in the aliphatic side chain of the natural products pseudomycin A and C′ provided a unique handle for the pH dependent side-chain deacylation. Low pH reaction conditions were used to cleave the side chain with minimal degradation of the peptide core. The pseudomycin nucleus intermediate obtained from the deacylation of pseudomycin A was pivotal in the synthesis of novel side-chain analogues. A practical synthesis of a minor fermentation factor pseudomycin C′ and related analogues is reported.
