50908-05-9Relevant academic research and scientific papers
Synthetic development of sugar amino acid oligomers towards novel podophyllotoxin analogues
Bouchard, Megan,Tremblay, Thomas,Paré-Lacroix, Marie-Pier,Gagné-Boulet, Mathieu,Fortin, Sébastien,Giguère, Denis
, (2021/11/30)
In this work, we have developed an approach for the synthesis of sugar amino acid oligomers based on the glucosamine scaffold. We found that the solid-phase approach was unsuccessful for the preparation of sugar amino acid oligomers and the limitation of
Design and synthesis of N–acetylglucosamine derived 5a-carbasugar analogues as glycosidase inhibitors
Narayana, Chintam,Kumari, Priti,Ide, Daisuke,Hoshino, Nasako,Kato, Atsushi,Sagar, Ram
, p. 1957 - 1964 (2018/03/21)
An efficient synthesis of new six-membered carbasugars in both L-form and D-form starting from N–acetylglucosamine is described. The key synthetic steps involved regioselective protection and deprotection, Ferrier carbocyclization, Peterson olefination, h
A versatile carbohydrate based gelator for oil water separation, nanoparticle synthesis and dye removal
Narayana, Chintam,Upadhyay, Ravi Kant,Chaturvedi, Raman,Sagar, Ram
supporting information, p. 2261 - 2267 (2017/03/22)
A versatile green gelator suitable for multiple applications is reported. Gelation of organic solvents in a significantly low gelation time (5 s) is achieved. The effect of cooling and sonication on gelation time is investigated. Apart from organic solve
Marine natural products. XXVIII. The structures of sarasinosides A1, A2, A3, B1, B2, B3, C1, C2, and C3, nine new norlanostane-triterpenoidal oligoglycosides from the palauan marine sponge Asteropus sarasinosum
Kobayashi,Okamoto,Kitagawa
, p. 2867 - 2877 (2007/10/02)
The chemical structures of sarasinosides A1, A2, A3, B1, B2, B3, C1, C2, and C3, nine 30-norlanostane-triterpenoidal oligoglycosides isolated from the Palauan marine sponge Asteropus sarasinosum have been elucidated on the basis of chemical and physicochemical evidence. Sarasinosides A2 (2) and A3 (3) were shown to he the 7,9(11)-diene and 8,14-diene analogs of sarasinoside A1 (1), whereas sarasinosides B2 (7) and B3 (9) were the 7,9(11)-diene and 8,14-diene analogs of sarasinoside B1 (5), respectively. Similar structural correlations of sarasinosides C2 (6) and C3 (8) with sarasinoside C1 (4) were demonstrated. These sarasinosides characteristically contain one mole each of N-acetylglucosamine and N-acetylgalactosamine in their oligosaccharide moieties.
Synthesis of Methyl Glycosides of D-Quinovosamine and D-Fucosamine
Roy, Abhijit,Ray, Asim K.,Mukherjee, Atryee,Roy, Nirmolendu
, p. 1165 - 1167 (2007/10/02)
Methyl glycosides of D-quinovosamine (7) has been synthesized from D-glucosamine hydrochloride in eight steps.Starting from N-acetyl-D-galactosamine, methyl glycoside of D-fucosamine has been synthesized in six steps.LAH reduction of 6-O-tosyl derivative
REDUCTIVE ONE-STEP ELIMINATION OF AN ACETOXYL RESIDUE AT β-POSITION OF A NITRO GROUP: SYNTHESES OF (-)-SHIKIMIC ACID FROM D-MANNOSE AND 2-DEOXYSTREPTAMINE PENTAACETATE FROM N-ACETYL-D-GLUCOSAMINE
Yoshikawa, Masayuki,Ikeda, Yoshiharu,Kayakiri, Hiroshi,Kitagawa, Isao
, p. 209 - 214 (2007/10/02)
By utilizing a reductive one-step elimination reaction of an acetoxyl residue at β-position of the nitro group in cyclitols, a synthesis of the ketocyclitol triacetate (15a), which was already converted to (-)-shikimic acid (16) and (-)-guinic acid (17), from D-mannose (4) and a conversion from N-acetyl-D-glucosamine (18) to 2-deoxystreptamine pentaacetate (22) have been accomplished.
