3969-84-4Relevant academic research and scientific papers
A latent reactive handle for functionalising heparin-like and LMWH deca- and dodecasaccharides
Miller, Gavin J.,Broberg, Karl. R.,Rudd, Claire,Helliwell, Madeleine R.,Jayson, Gordon C.,Gardiner, John M.
supporting information, p. 11208 - 11219 (2015/11/27)
d-Glucosamine derivatives bearing latent O4 functionality provide modified H/HS-type disaccharide donors for a final stage capping approach enabling introduction of conjugation-suitable, non-reducing terminal functionality to biologically important glycosaminoglycan oligosaccharides. Application to the synthesis of the first O4-terminus modified synthetic LMWH decasaccharide and an HS-like dodecasaccharide is reported.
Synthesis of N-oxyamide-linked neoglycolipids
Chen, Na,Xie, Juan
, p. 10716 - 10721 (2015/02/19)
N-Oxyamide-containing compounds have shown improved metabolic stability and interesting secondary structures due to the good hydrogen bond-donating property of N-oxyamide. β-Glucolipids linked by the N-oxyamide bond have been successfully synthesized as novel mimics of glycoglycerolipids and glycosphingolipids.
A NOVEL PROCESS FOR MAKING ALISKIREN, ITS NOVEL INTERMEDIATES AND CERTAIN NOVEL COMPOUNDS
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Page/Page column 31-32, (2011/06/23)
A novel process for making Renin inhibitors like Aliskiren is disclosed. Its novel intermediate compounds and method of making them are also disclosed.
Zeolite catalyzed selective deprotection of di- and tri-O-isopropylidene sugar acetals
Bhaskar, Pallooru Muni,Mathiselvam, Manoharan,Loganathan, Duraikkannu
, p. 1801 - 1807 (2008/12/21)
H-Beta zeolite, a microporous solid acid, is demonstrated to be an efficient catalyst for the selective deprotection of cyclic as well as acyclic O-isopropylidene sugar acetals derived from d-glucose, d-xylose, d-mannose, and d-mannitol in aqueous MeOH at room temperature. A notable observation is the conversion of d-mannitol triacetonide into 1,2:3,4-di-O-isopropylidene-d-mannitol (48%) and 3,4-O-isopropylidene-d-mannitol (36%) brought about in 6 h by H-beta zeolite and the non-occurrence of any hydrolysis in the case of H-ZSM-5 catalyzed reaction in 24 h under the same conditions.
An efficient, one-pot synthesis of fosfomycin dialkyl esters from (R)-2-tosyloxypropanal
Hanaya, Tadashi,Nakamura, Yuichi,Yamamoto, Hiroshi
, p. 983 - 989 (2008/09/19)
(R)-2-Tosyloxypropanal (4) was prepared from D-mannitol in a 7-step sequence (51% overall yield). Addition of dialkyl phosphonates to 4 in the presence of titanium isopropoxide and the subsequent treatment with DBU stereoselectively afforded, in one-pot, fosfomycin dimethyl (5a) and dibenzyl (5b) esters both in 58% isolated yield.
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.
Synthesis and DNA-binding ability of pyrrolo[2,1-c][1,4]benzodiazepine- azepane conjugates
Kamal, Ahmed,Reddy, D. Rajasekhar,Reddy, P. S. Murali Mohan,Rajendar
, p. 1160 - 1163 (2007/10/03)
A series of pyrrolobenzodiazepine-azepane conjugates linked through different alkane spacers have been prepared and their DNA thermal denaturation studies have been carried out. One of the compound (4b), elevates the DNA helix melting temperature of the CT-DNA by 2.0°C after incubation for 36 h at 37°C.
Asymmetric catalysis based on chiral phospholanes and hydroxyl phospholanes
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Page column 14-15, (2010/02/06)
Chiral phosphine ligands derived from chiral natural products including D-mannitol and tartaric acid. The ligands contain one or more 5-membered phospholane rings with multiple chiral centers, and provide high stereoselectivity in asymmetric reactions.
Asymmetric catalysis based on chiral phospholanes and hydroxyl phospholanes
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Page column 14-15, (2010/01/30)
Chiral phosphine ligands derived from chiral natural products including D-mannitol and tartaric acid. The ligands contain one or more 5-membered phospholane rings with multiple chiral centers, and provide high stereoselectivity in asymmetric reactions.
Polyhydroxylated azepanes as new motifs for DNA minor groove binding agents
Johnson, Heather A.,Thomas, Neil R.
, p. 237 - 241 (2007/10/03)
The synthesis of 1,3-bis-[3,4,5,6-tetrahydroxyazepane-N-p-phenoxy] and 1,3-bis-[3,4,5,6-tetrahydroxyazepane-N-p-benzyloxy] propanes is reported. These compounds have been prepared to investigate the potential of incorporating iminosugars as useful recognition elements in DNA minor groove binding agents. The compounds were shown to have very moderate binding affinities for DNA in thermal denaturation and ethidium bromide displacement assays when compared with propamidine. They were also found to possess some in vitro anticancer activity that did not correlate with their DNA binding affinity.
