64589-26-0Relevant academic research and scientific papers
A novel and concise synthesis of (±) 2-epi-Validamine
Afarinkia, Kamyar,Mahmood, Farzana
, p. 3129 - 3140 (1999)
(±) 2-epi-Validamine has been synthesized in five steps by the chemical manipulation of the bicyclic lactone cycloadduct of ethyl coumalate and vinylene carbonate.
Total synthesis of (±)-2-Epi-validamine
Okamura, Hiroaki,Nagaike, Hiroshi,Kipassa, Nsiama Tienab,Iwagawa, Tetsuo,Nakatani, Munehiro
, p. 2587 - 2594 (2008/02/04)
(±)-Validamine and its epimers, (±)-2-epi-validamine (dl-5a-carba-α-mannopyranosylamine) and (±)-2-epi-3-epi-validamine (dl-5a-carba-α-altropyranosylamine) were synthesized from a poly-functionalized bicyclolactam that obtained by a base-catalyzed Diels-A
A novel synthesis of (±) 2-epi-validamine
Afarinkia, Kamyar,Mahmood, Farzana
, p. 7413 - 7414 (2007/10/03)
(±) 2-epi-Validamine is synthesised in five steps by the chemical manipulation of bicyclic lactone cycloadduct of ethyl coumalate and vinylene carbonate.
A Stereodivergent Access to Naturally Occurring Aminocarbasugars from (Phenylsulfonyl)-7-oxabicycloheptane Derivatives. Total Synthesis of Penta-N,O-acetyl-(+/-)-validamine and Its C1 and C2 Stereoisomers
Acena, Jose Luis,Arjona, Odon,Pradilla, Roberto Fernandez de la,Plumet, Joaquin,Viso, Alma
, p. 6419 - 6424 (2007/10/02)
The total syntheses of the antibiotic component validamine 1 and its three diastereomers 2-4 have been accomplished as their racemic penta-N,O-acetates via stereocontrolled nucleophilic epoxidation of polyhydroxylated cyclohexenyl sulfones, obtained from
New Synthesis of Penta-N,O-acetyl-DL-validamine and Pseudo-2-amino-2-deoxy-α-DL-mannopyranose, and Their Uronate Analogs
Ogawa, Seiichiro,Suzuki, Motohiro,Tonegawa, Takeshi
, p. 1824 - 1826 (2007/10/02)
Treatment of the hydroxy lactone derived from (+/-)-endo-7-oxabicyclohept-5-ene-2-carboxylic acid with hydrogen bromide-acetic acid, followed by esterification, gave 48 percent of ethyl DL-(1,3,5/2,4)-5-bromo-2,3,4-trihydroxy-1-cyclohexanecarboxyla
SYNTHESIS OF (1,2,3,4,5/0)-5-HYDROXYMETHYL-1,2,3,4-CYCLOHEXANETETROL: PSEUDO-β-DL-TALOPYRANOSE
Ogawa, Seiichiro,Kobayashi, Naoyuki,Nakamura, Kazufumi,Saitoh, Michio,Suami, Tetsuo
, p. 25 - 32 (2007/10/02)
The remaining unknown diastereoisomer of 5-hydroxymethyl-1,2,3,4-cyclohexanetetrol with the (1,2,3,4,5/0)-configuration has been synthesised as the pentaacetate from DL-(1,2/3,4,5)-1,3,4-triacetoxy-5-acetoxymethyl-2-bromocyclohexane.In addition, a new syn
SYNTHESIS OF 1-O-β-D-GLUCOPYRANOSYL-1L-(1,3,4/2,6)-4-AMINO-6-HYDROXYMETHYL-1,2,3-CYCLOHEXANETRIOL. ON THE STRUCTURE OF THE ANTIBIOTIC, VALIDAMYCIN A
Ogawa, Seiichiro,Chida, Noritaka,Suami, Tetsuo
, p. 139 - 142 (2007/10/02)
1-O-β-D-Glucopyranosyl-1L-1,3,4/2,6)-4-amino-6-hydroxymethyl-1,2,3-cyclohexanetriol (12) was synthesized and found to be identical with β-D-glucopyranosyl-validamine derived from validamycin A.The position at which validamine moiety was substituted with D
