- spiral steroid alkali alkane xylosides alkloids method for the synthesis of (by machine translation)
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The invention discloses a convergent spiral steroid alkali alkane xylosides alkaloid chemical synthesis method, the method comprises the following steps: (a) the 3?Hydroxy acyl silicon-based or for the protection of sapogenin spiral steroid (II) into the corresponding 16?Acetoxy?22?Carbonyl?26?(III) hydroxyl gallbladder gonanes; (b) 3?Hydroxy silicon-based or acyl group protection for 16?Acetoxy?22?Carbonyl?26?Preparation of sulfonic acid ester gallbladder gonanes (IV); (c) 3?Hydroxy silicon-based or acyl group protection for 16?Acetoxy?22?Carbonyl?26?Preparation of azide interior gonanes (V); (d) (VI) spiral steroid alkali alkane sapogenin the preparation; (e) acyl protecting spiral steroid alkali alkane xylosides alkloids preparation (VII); (f) spiral steroid alkali alkane xylosides alkloids (I) of the preparation. The preparation method of this invention simple process, high yield, has strong utility value. (by machine translation)
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Paragraph 0120; 0128; 0129
(2017/04/11)
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- An alternative total synthesis of solamargine
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Solamargine, (25R)-3β-{O-α-L-rhamnopyranosyl-(1→2)-[O- α-L-rhamnopyranosyl-(1→4)]-β-D-glucopyranosyloxy} -22α-Nspirosol-5-ene, isolated from the berries of solanum aculeastrum, has been synthesized in 26.8% overall yield. First glycosylation before N-cyclization significantly facilitated synthesis of the desired molecule. We anticipate that this work will provide a new approach to access solamargine and its diversified analogues. Science China Press and Springer-Verlag Berlin Heidelberg 2012.
- Wei, Guo Hua,Wei, Dong Bin,Du, Yu Guo
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p. 1247 - 1251
(2012/11/06)
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- Total synthesis of solamargine
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Solamargine, (25R)-3β-{O-α-l-rhamnopyranosyl-(1→2)-[O- α-l-rhamnopyranosyl-(1→4)]-β-d-glucopyranosyloxy} -22α-N-spirosol-5-ene, has been synthesized in 13 steps in a 10.5% overall yield starting from the naturally abundant diosgenin. Condensation of a partially protected glucopyranosyl donor with an oxaza-spiro moiety, which was formed in one-pot azido reduction, significantly improved the synthesis of desired molecule. The target compound exhibited good cytotoxic activities against tumor cells HeLa, A549, MCF-7, K562, HCT116, U87, and HepG2 with IC 50 ranging from 2.1 to 8.0 μM.
- Wei, Guohua,Wang, Jing,Du, Yuguo
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scheme or table
p. 2930 - 2933
(2011/06/26)
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