168105-32-6Relevant articles and documents
ANTI-CD98 ANTIBODIES AND ANTIBODY DRUG CONJUGATES
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Page/Page column 476, (2018/01/15)
The invention relates to anti-CD98 antibodies and antibody drug conjugates (ADCs), including compositions and methods of using said antibodies and ADCs.
ANTI-CD98 ANTIBODIES AND ANTIBODY DRUG CONJUGATES
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Page/Page column 624, (2018/01/17)
The invention relates to anti-CD98 antibodies and antibody drug conjugates (ADCs), including compositions and methods of using said antibodies and ADCs.
Facile synthesis of 1,2,3-triazole analogs of SGLT2 inhibitors by 'click chemistry'
Li, Lan-Tao,Zhou, Li-Fei,Li, Yan-Jun,Huang, Juan,Liu, Rui-Hua,Wang, Bin,Wang, Peng
, p. 642 - 644 (2012/03/11)
Novel analogs of SGLT2 inhibitors containing the 1,2,3-triazole motif were designed and synthesized for urinary glucose excretion evaluation. The C-glucosides with triazole aglycone can be easily constructed by click chemistry. Most of the synthesized compounds increased urinary glucose excretion and demonstrated inhibition of glucose transport.
167. Oligosaccharide analogues of polysaccharides: Part 9. Synthesis and thermolysis of acetylenosaccharide-derived 1,2-dialkynylbenzenes
Xu, Jinwang,Egger, Anita,Bernet, Bruno,Vasella, Andrea
, p. 2004 - 2022 (2007/10/03)
Thermolysis of the 1,2-bis(glucosylalkynyl)benzenes 6 and 16 was studied to evaluate the effects of intramolecular H-bonding on the activation energy of the Bergman-Masamune-Sondheimer cycloaromatization, and to evaluate the use of the cycloaromatization for the synthesis of di-glycosylated naphthalenes. The dialkynes were prepared by cross-coupling of the O-benzylated or O-silylated glucosylalkynes 1 and 4 (Scheme 1). Thiolysis of the known 1, or acetolysis of 1, followed by deacetylation (→2→3) and silylation gave 4. Cross-coupling of 1 or 4 with iodo- or 1,2-diiodobenzene depended upon the nature of the added amine and on the protecting group, and led to the mono- and dialkynylbenzenes 5 and 6, or 12, 13, and 15, respectively. The benzyl ethers 5 and 6 gave poor yields upon acetolysis catalyzed by BF3·OEt2, while Ac2O/CoCl2·6 H2O transformed 6 in good yields into the regioselectively debenzylated 10. Desilylation of 7 and 13 gave the alcohols 8 and 14, respectively. Thermolysis of 6 in PhCl gave 22 and 23, independently of the presence or absence of 1,4-cyclohexadiene; 23 was formed from 22 (Scheme 2). Acetolysis of 22 gave the hexaacetate 24 that was completely debenzylated by thiolysis, yielding the diol 26 and trans-stilbene, evidencing the nature and position of the bridge between the glucosyl moieties (Scheme 3). Thiolysis of 22 yielded the unprotected 2,3-diglucosylnaphthalene 28, a new type of C-glycosides. Depending upon conditions, hydrogenation of 22 led to 29 (after acetylation), 30, or 32. NMR and particularly NOE data evidence the threo-configuration of the bridge. The structure of 23 was confirmed by hydrolysis to the diol 34 and diphenylacetaldehyde, and by correlation of 23 with 22 via the common product 31. Formation of 22 is rationalized by a Bergman cyclization to a diradical, followed by regioselective abstraction of a H-atom from the BnO-C(2) group, and diastereoselective combination of the doubly benzylic diradical (Scheme 4). While thermolysis of 3 in EtOH sets in around 140°, 16 did not react at 160° and decomposed at 180-220°. No evidence for intramolecular H-bonds of 16, as compared to 14, were found.
15. Oligosaccharide Analogues of Polysaccharides. Part 2. Regioselective Deprotection of Monosaccharide-Derived Monomers and Dimers
Alzeer, Jawad,Vasella, Andrea
, p. 177 - 193 (2007/10/02)
The Me3Si-C(1) bond of the bis-(trimethylsilyl)ethynylated anhydroalditol 2 is selectively cleaved with BuLi to yield 3/4, while AgNO2/KCN in MeOH cleaves the Me3Si-C(2') bond, leading to 5 (Scheme 1).Both Me3Si groups are removed with NaOH in MeOH (->7),