157117-18-5

Upstream product

• 157117-17-4 2-Benzamido-2-deoxy-4,6-O-ethylidene-D-glucitol 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 157117-22-1 Toluene-4-sulfonic acid (2S,3S)-3-[(4S,5S)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2-phenyl-4,5-dihydro-oxazol-5-yl]-oxiranylmethyl ester 
• 157117-23-2 (4S,5S)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-phenyl-5-((2R,3S)-3-tridecyl-oxiranyl)-4,5-dihydro-oxazole 
• 157117-20-9 Methanesulfonic acid (1R,2S)-2-[(4S,5S)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2-phenyl-4,5-dihydro-oxazol-5-yl]-2-hydroxy-1-hydroxymethyl-ethyl ester 
• 157117-30-1 N-[(1S,2S,3R)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-2,3-dihydroxy-heptadecyl]-benzamide 
• 157117-26-5 (1R,4'S,5'S)-1-<4'-(t-butyldiphenylsilyl)oxymethyl-2'-phenyl-4',5'-dihydrooxazol-5'-yl>pentadecan-1-ol 
• 157117-29-8 N-[(E)-(1S,2R)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-2-hydroxy-heptadec-3-enyl]-benzamide 
• 157117-25-4 (4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-5-((E)-pentadec-1-enyl)-2-phenyl-4,5-dihydro-oxazole 
• 157117-21-0 {(2S,3S)-3-[(4S,5S)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-phenyl-4,5-dihydro-oxazol-5-yl]-oxiranyl}-methanol 
• 123-78-4 (2S,3R,4E)-2-amino-4-octadecene-1,3-diol 
• 554-62-1 D-ribo-phytosphingosine 
• 157117-19-6 Methanesulfonic acid (2R,4S,5R)-4-[(4S,5S)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2-phenyl-4,5-dihydro-oxazol-5-yl]-2-methyl-[1,3]dioxan-5-yl ester 

Relevant academic research and scientific papers

Regio- and stereocontrolled synthesis ofD-erythrosphingosine and phytosphingosine fromDglucosamine

D-erythro-Sphingosine (1) and phytosphingosine (2) have been efficiently synthesized from D-glucosamine by utilizing its whole carbon skeleton and functional groups. In this synthetic route, regioselective alkylation of the epoxy-tosylate 9 was achieved with a copper(I)-catalyzed Grignard reagent to give the key intermediate 10, which was converted to both 1 and 2 via regioselective formation of the iodohydrin 11.

Stereocontrolled synthesis of novel phytosphingosine-type glucosaminocerebrosides

D-ribo-Phytosphingosine 1 was conveniently synthesized from N-benzoyl- D-glucosamine 3 by an improved route in which regioselective O- methanesulfonation and diastereoselective Grignard addition are involved as key steps. Using a synthetic intermediate of 1, novel D-ribo- phytosphingosine-type glycolipids 2a and 2b, unnatural homologues of antifungal cerebrosides Halicylindrosides, were efficiently synthesized in a stereocontrolled manner.