18990-98-2Relevant articles and documents
An Efficient Deprotection of 2,6-Bis(trifluoromethyl)phenylboronic Esters via Catalytic Protodeboronation Using Tetrabutyl ammonium Fluoride
Makino, Kazuishi,Nojima, Shinya,Shimada, Naoyuki,Urata, Sari
supporting information, p. 2300 - 2304 (2019/12/11)
We herein describe an efficient deprotection of 2,6-bis(trifluoromethyl)phenylboronic esters, which serve as effective protective groups for 1,2- or 1,3-diols in various organic transformations, via protodeboronation by using a catalytic amount of tetrabutylammonium fluoride (TBAF).
2,6-Bis(trifluoromethyl)phenylboronic Esters as Protective Groups for Diols: A Protection/Deprotection Protocol for Use under Mild Conditions
Shimada, Naoyuki,Urata, Sari,Fukuhara, Kenji,Tsuneda, Takao,Makino, Kazuishi
, p. 6064 - 6068 (2018/09/27)
The application of 2,6-bis(trifluoromethyl)phenyl boronic acid (o-FXylB(OH)2; o-FXyl = 2,6-(CF3)2C6H3) as a recoverable and reusable protective agent for diols is described. The resulting cyclic boronic esters are water- and air-stable and tolerant to various organic transformations. Moreover, they can be deprotected under mild conditions. This methodology was applied to the synthesis of a highly conjugated enetriyne natural product with anti-angiogenic activities.
Lipids and compositions for the delivery of therapeutics
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Page/Page column 143; 144; 145; 175; 176; 177, (2015/12/04)
The present invention provides lipids that are advantageously used in lipid particles for the in vivo delivery of therapeutic agents to cells. In particular, the invention formula (I) provides lipids having the following structure XXXIII wherein: R1 and R2 are each independently for each occurrence optionally substituted C10-C30 alkyl, optionally substituted C10-C30 alkenyl, optionally substituted C10-C30 alkynyl, optionally substituted C10-C30 acyl, or -linker-ligand; R3 is H, optionally substituted C1-C10 alkyl, optionally substituted C2-C10 alkenyl, optionally substituted C2-C10 alkynyl, alky lhetro cycle, alkylphosphate, alkylphosphorothioate, alkylphosphorodithioate, alkylphosphonates, alkylamines, hydroxyalkyls, ω-aminoalkyls, ω-(substituted)aminoalkyls, ω-phosphoalkyls, ω-thiophosphoalkyls, optionally substituted polyethylene glycol (PEG, mw 100-40K), optionally substituted mPEG (mw 120-40K), heteroaryl, heterocycle, or linker-ligand; and E is C(O)O or OC(O).
Maximizing the potency of siRNA lipid nanoparticles for hepatic gene silencing in vivo
Jayaraman, Muthusamy,Ansell, Steven M.,Mui, Barbara L.,Tam, Ying K.,Chen, Jianxin,Du, Xinyao,Butler, David,Eltepu, Laxman,Matsuda, Shigeo,Narayanannair, Jayaprakash K.,Rajeev, Kallanthottathil G.,Hafez, Ismail M.,Akinc, Akin,Maier, Martin A.,Tracy, Mark A.,Cullis, Pieter R.,Madden, Thomas D.,Manoharan, Muthiah,Hope, Michael J.
supporting information; experimental part, p. 8529 - 8533 (2012/10/18)
Special (lipid) delivery: The role of the ionizable lipid pKa in the in?vivo delivery of siRNA by lipid nanoparticles has been studied with a large number of head group modifications to the lipids. A tight correlation between the lipid pKa?value and silencing of the mouse FVII gene (FVII ED50) was found, with an optimal pKa range of 6.2-6.5 (see graph). The most potent cationic lipid from this study has ED50 levels around 0.005?mg?kg?1 in mice and less than 0.03?mg?kg?1 in non-human primates.
An efficient oxidative lactonization of 1,4-diols catalyzed by Cp*Ru(PN) complexes
Ito, Masato,Osaku, Akihide,Shiibashi, Akira,Ikariya, Takao
, p. 1821 - 1824 (2008/02/02)
An efficient oxidative lactonization of 1,4-diols in acetone is accomplished by the well-defined ruthenium catalyst, whose bifunctional nature underlies the high efficiency as well as unique chemo- and regioselectivity of the reaction which provides a rapid access to γ-butyrolactones including flavor lactones hinokinin, and muricatacin.
REMOTE SUBSTITUENT EFFECTS IN MICROBIAL REDUCTIONS OF 3-KETOGLUTARATE AND 3-KETOADIPATE ESTERS
Brooks, Dee W.,Lee, Nola Castro de,Peevey, Richard
, p. 4623 - 4626 (2007/10/02)
The enantioselectivity of yeast mediated reductions of prochiral 3-ketoglutarate and 3-ketoadipate esters to the corresponding 3-hydroxyesters can be influenced by simple differences in the ester groups.