55211-66-0Relevant articles and documents
An enantioselective total synthesis of the stilbenolignan (-)-aiphanol and the determination of its absolute stereochemistry
Banwell, Martin G.,Chand, Satish,Savage, G. Paul
, p. 1645 - 1654 (2005)
The title natural product (-)-aiphanol has been prepared by total synthesis. A key step involved the asymmetric dihydroxylation of (E)-3,5-dimethoxy-4-(methoxymethoxy)cinnamyl alcohol with the AD-mix-β to give triol (1R,2R)-1-(3′,5′-dimethoxy-4′-methoxymethoxyphenyl) -2,3-dihydroxypropanol, the absolute stereochemistry of which was confirmed by single-crystal X-ray analysis of a readily available bromo-derivative. These studies have established that the naturally occurring enantiomer of aiphanol possesses the (S)-configuration at each of C-2′ and C-3′.
Syringaldehyde derivative and applications in preparation of anti-gynecological tumor drug
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Paragraph 0033; 0040-0041; 0044, (2020/06/02)
The invention discloses a syringaldehyde derivative, which has a structure represented by a formula (I), wherein in the formula (I), an R substituent group is selected from one or a plurality of groups selected from alkoxy, halogen, CF3, dimethylamino, alkyl, hydroxyl, cyclohexyl, NO2 and NH2. According to the invention, the research results show that the syringaldehyde derivative has good anti-gynecological tumor activity, and the anti-tumor activity and the targeting property of the syringaldehyde derivative are far higher than those of syringaldehyde.
A rapid, solvent-free deprotection of methoxymethyl (MOM) ethers by pTSA; An eco-friendly approach
Pandurangan, Nanjan
, p. 231 - 235 (2017/07/15)
Background: Ease of preparation and alkaline stability of methoxymethyl (MOM) makes it an important hydroxyl protecting group. A number of methods are available for the deprotection of MOM. Though the methods are good in general, they use solvents, require prolonged reaction time and tedious work up. A solvent free, solid phase, fast deprotection of MOM has been developed and is the major theme of this paper. Methods: A mixture of MOM protected compounds and pTSA is triturated in a mortar (5 min) and left at room temperature for 30 min. On addition of water (4°C), pTSA, methanol and formaldehyde dissolved leaving the products as precipitates. Results: A series of different MOM ethers were deprotected by this method in good to excellent yield (85-98%). The compatibility of MOM in the presence of other protections such as methoxyl, benzyl, ester, amide, allyl and lactone was also established. Acetate protection is not stable under these conditions. Conclusion: An efficient, selective and high yielding deprotection MOM groups by pTSA under solvent free condition is described. The process is environment friendly since no solvent was used in the deprotection process. The reaction conditions are mild and should be useful for the deprotection of MOM derivatives of complex and labile molecules.
