7226-27-9Relevant academic research and scientific papers
Bio-based aromatic polyesters from a novel bicyclic diol derived from d-mannitol
Lavilla,De Ilarduya, A. Martinez,Alla,Garcia-Martin,Galbis,Munoz-Guerra
, p. 8257 - 8266 (2012)
2,4:3,5-Di-O-methylene-d-mannitol, abbreviated as Manx, is a d-mannitol-derived compound with the secondary hydroxyl groups acetalized with formaldehyde. The bicyclic structure of Manx consists of two fused 1,3-dioxane rings, with two primary hydroxyl gro
RAPAMYCIN ANALOGS AND USES THEREOF
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Paragraph 00455-00456, (2020/01/08)
The present invention provides compounds, compositions thereof, and methods of using the same.
Bifunctional acyclic nucleoside phosphonates: synthesis of chiral 9-{3-hydroxy[1,4-bis(phosphonomethoxy)]butan-2-yl} derivatives of purines
Vrbkova, Silvie,Dracinsky, Martin,Holy, Antonin
, p. 2233 - 2247 (2008/02/11)
We report herein a general method for the synthesis of new types of chiral acyclic nucleoside four-carbon bisphosphonates. The alkylation of 2-amino-6-chloropurine and adenine was performed with (2S,3S)- or (2R,3R)-1,4-[bis(diisopropoxyphosphoryl)methoxy]]-3-[(methylsulfonyl)oxy]butan-2-yl benzoate. Alkylations provided (2R,3R) or (2S,3S) N9-substituted nucleobases, which were further converted to other derivatives. These conversions included either a modification of the nucleobase or transformation of the bisphosphonate chain. Subsequent deprotection of the diisopropyl esters with bromotrimethylsilane provided the resulting (2R,3R)- or (2S,3S)-bisphosphonic acids.
An iterative acetylene-epoxide coupling strategy for the total synthesis of longimicin C
He, Yan-Tao,Xue, Song,Hu, Tai-Shan,Yao, Zhu-Jun
, p. 5393 - 5397 (2007/10/03)
Longimicin C, a naturally occurring annonaceous acetogenin possessing a C2-symmetrical bis-THF moiety and a short hydrocarbon chain between its THF-containing region and a terminal γ-lactone, was synthesized for the first time. The total synthe
Phenylboronic acid as a labile protective agent: the selective derivatisation of 1,2,3-triols
Bhaskar, Vijaya K.,Duggan, Peter J.,Humphrey, David G.,Krippner, Guy Y.,McCarl, Victoria,Offermann, Daniel A.
, p. 1098 - 1102 (2007/10/03)
The ability of phenylboronic acid to act as a labile protective agent for open-chain 1,2,3-triols is demonstrated in the highly selective terminal derivatisation of D-mannitol and an antiviral sialic acid derivative. Protection, derivatisation and deprotection are carried out in a single pot, yielding analytically pure products in moderate yield, without the need for chromatography or formal recrystallisation steps. In both classes of compound, the selectivity of protection is found to be complementary to existing methods, providing access to relatively uncommon 1,6-diesters and the 1,6-bis(benzyl ether) of D-mannitol, and 9-o-acylsialic acid derivatives.
Chiral Ligands for Organometallic Catalysis containing Two Dioxolane Rings
Brown, John M.,Dayrit, Fabian M.,Sinou, Denis
, p. 91 - 96 (2007/10/02)
Treatment of D-mannitol 1,6-dibenzoate with a catalytic quantity of toluene-p-sulphonic acid in 2,2-dimethoxypropane leads to the formation of two cyclic acetals, 4R,8R,9R,10R-2,2',6,6'-tetramethyl-4,8-bis(benzoyloxymethyl)-1,3,5,7-tetraoxadecalin and R,R'-4,4'-bi-(2,2-dimethyl-5-benzoyloxymethyldioxolanyl) in comparable amounts.Successive reaction with sodium methoxide in methanol, methanesulphonyl chloride, and lithium or potassium diphenylphosphide gave the corresponding phosphines namely 4S,8S,9S,10S-2,2',6,6'-tetramethyl-4,8-di-1,3,5,7-tetraoxadecalin and S,S-4,4'-bi-.Similarly, starting from L-iditol, the diphosphines 4R,8S,9S,10R-2,2',6,6'-tetramethyl-4,8-di-1,3,5,7-tetraoxadecalin and S,R-4,4'-bi- were obtained.It was demonstrated through (31)P n.m.r. studies that both cis- and trans-chelate complexes of rhodium were formed by these biphosphine ligands.Their potential in asymmetric hydrogenation was demonstrated, for low to moderate yields of amino acids were formed from a variety of enamide precursors.
