119237-93-3Relevant academic research and scientific papers
Synthesis of 2-O-(3-O-carbamoyl-α-D-mannopyranosyl)-L-gulopyranose: Sugar moiety of antitumor antibiotic bleomycin
Oshitari, Tetsuta,Shibasaki, Masakatsu,Yoshizawa, Takeshi,Tomita, Masahiro,Takao, Ken-Ichi,Kobayashi, Susumu
, p. 10993 - 11006 (2007/10/03)
A new route to the disaccharide moiety (2-O-(3-O-carbamoyl-α-D-mannopyranosyl)-L-gulopyranose) of the antitumor agent bleomycin was developed. Both the L-gulose synthon 21 and the 3-O-carbamoyl-D-mannose segment 30 were prepared from D-mannose in a regioselective manner by applying stannylene acetal methodology. Glycosylation of 21 with 30 proceeded smoothly, and further conversion to disaccharide derivatives (33 and 34) was successfully accomplished.
New method for the preparation of L-gulose from D-mannose: Synthetic study on the sugar moiety of bleomycin
Oshitari, Tetsuta,Tomita, Masahiro,Kobayashi, Susumu
, p. 6493 - 6494 (2007/10/02)
L-gulose, a key building block of the carbohydrate moiety of antitumor antibiotic bleomycins, is prepared from D-mannose by the inversion at C-5.
Stereochemical Control in Hex-5-enyl Radical Cyclizations: From Carbohydrates to Carbocycles. 3
RajanBabu, T. V.,Fukunaga, Tadamichi,Reddy, G. S.
, p. 1759 - 1769 (2007/10/02)
The hex-5-enyl radical cyclization reaction was applied to prepare highly oxygenated cyclopentanoids from aldopyranose sugars.The Wittig reaction of the sugars readily provides hex-5-en-1-ols which were converted to hex-5-enyl radicals via one of the vari
