IUPAC Name: | tert-butyl N-[(E,2S,3R)-3-[tert-butyl(dimethyl)silyl]oxy-1-hydroxyoctadec-4-en-2-yl]carbamate |
Description: | D-erythro-Sphingosine-N-tert-butyloxycarbonyl-O-tert-butyldimethylsilyl is an intermediate formed in the synthesis of β-Galactosyl-C18-ceramide (G184960), which is a galactosylceramides that plays an important roles in promoting the regulation of nerve cells, regulating protein kinase C activities and modulating the function of the hormone receptor. They have shown to have significant immunostimulatory and anti-umor activity in mice with liver metastasis of the Colon26 adenocarcinoma. |
Molecular Weight: | 513.87 |
Molecular Formula: | C29H59NO4Si |
Canonical SMILES: | CCCCCCCCCCCCCC=CC(C(CO)NC(=O)OC(C)(C)C)O[Si](C)(C)C(C)(C)C |
InChI: | InChI=1S/C29H59NO4Si/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-26(34-35(8,9)29(5,6)7)25(24-31)30-27(32)33-28(2,3)4/h22-23,25-26,31H,10-21,24H2,1-9H3,(H,30,32)/b23-22+/t25-,26+/m0/s1 |
InChI Key: | BNQGEEYVRPZAHL-AMGHMTOGSA-N |
Solubility: | DCM, Ethyl Acetate, Chloroform |
Appearance: | oil |
Storage: | -20°C Freezer |
References: | Morita, M., et al. J. Med. Chem., 38, 2176 (1995); Sakai, T., et al. J. Med. Chem., 42, 1836 (1999). |
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