17673-74-4

Upstream product

• 104846-28-8 <2(S),3(R),4E>-1,3-O-isopropylidene-2-tetracosanamido-4-octadecene-1,3-diol 
• 97818-16-1 1,3-bis(1-ethoxyethoxy)-2-tetracosanamido-4-E-D-erythro-octadec-4-ene 
• 123-78-4 (2S,3R,4E)-2-amino-4-octadecene-1,3-diol 
• 104826-27-9 <2(R),3(R),4E>-1,3-O-isopropylidene-4-octadecene-1,2,3-triol 
• 557-59-5 n-tetracosanoic acid 
• 113785-46-9 Trifluoro-methanesulfonic acid (4R,5R)-2,2-dimethyl-4-((E)-pentadec-1-enyl)-[1,3]dioxan-5-yl ester 
• 104826-29-1 (2R,3R,4E)-1,3-O-isopropylidene-2-O-(methylsulfonyl)octadec-4-en-1,2,3-triol 
• 104826-31-5 <2(S),3(R),4E>-2-azido-1,3-O-isopropylidene-4-octadecene-1,3-diol 
• 104826-33-7 <2(S),3(R),4E>-2-amino-1,3-O-isopropylidene-4-octadecene-1,3-diol 
• 25791-20-2 (n-tetradecyl)triphenylphosphonium bromide 
• 112-71-0 1-Bromotetradecane 

Downstream Products

• 75196-33-7 Cer (d18:0/24:0) 
• 148289-55-8 (2S,3R,4E)-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2-(N-tetracosanoylamino)-4-octadecene-1,3-diol 
• 107034-41-3 3-O-benzoyl-2-N-tetracosanoyl-4-E-D-erythro-sphingenine 
• 114716-67-5 3-O-benzoyl-2-N-tetracosanoyl-1-O-trityl-4-E-D-erythro-sphingenine 
• 109582-79-8 2-N-tetracosanoyl-1-O-trityl-4-E-D-erythro-sphingenine 

Relevant academic research and scientific papers

Total synthesis of sulfated glycosphingolipid SM1a, a kind of human epithelial carcinoma antigen

A highly efficient and practical total synthesis of the sulfated ganglioside SM1a, a kind of human epithelial carcinoma antigen identified in mammalian kidney, has been accomplished for the first time. The characteristic sequence of SM1a, β-D-Galp-(1→3)-β

Structure-activity relationship of α-galactosylceramides against b16- bearing mice

Agelasphin-9b, (2S,3S,4R)-1-O-(α-D-galactopyranosyl)-16-methyl-2-[N- ((R)-2-hydroxytetracosanoyl)-amino]-1,3,4-heptadecanetriol, is a potent antitumor agent isolated from the marine sponge Agelas mauritianus. Various analogues of agelasphin-9b (a lead compound) were synthesized, and the relationship between their structures and biological activities was examined using several assay systems. From the results, KRN7000, (2S,3S,4R)-1-O-(α- D-galactopyranosyl)-2-(N-hexacosanoylamino)-1,3,4-octadecanetriol, was selected as a candidate for clinical application.

A NOVEL ROUTE TO D-erythro-SPHINGOSINE AND RELATED COMPOUNDS FROM MONO-O-ISOPROPYLIDENE-D-XYLOSE OR -D-GALACTOSE

An efficient synthesis of D-erythro-sphingosine and -ceramide from D-xylose or D-galactose is described.A mixture of 2,4-O-isopropylidene-D-threose and its formate, which is available in one step from 3,5-O-isopropylidene-D-xylofuranose or 4,6-O-isopropylidene-D-galactopyranose, was subjected to the Wittig alkenation with triphenylphosphonio-tetra- and -hexa-decylid.The resulting 1,3-O-isopropylidenated C18 and C20 alkenes were each transformed, by introduction of an azido group at C-2, and selective reduction of the azide, into the corresponding 1,3-O-protected sphingosines that have the 2(S),3(R)-D-erythro configuration, from which a variety of ceramides were prepared by the sequence of N-acylation with the stearoyl or lignoceroyl group, and hydrolytic removal of the isopropylidene group.Some ceramides were also obtained by direct N-acylations of the corresponding sphingosines.

A HIGHLY STEREOSELECTIVE SYNTHESIS OF 2(S),3(R),4E- AND 2(S),3(R),4Z-N-TETRACOSANOYLSPHINGENINE FROM D-GLUCOSE

The synthesis of 4-E- and 4-Z-D-erythro-ceramide was achieved in 10 steps in ca. 20-30percent overall yield, starting from 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose.E- and Z-5-Deoxy-1,2-O-isopropylidene-5-C-tetradecylidene-α-D-xylofuranose were used a