Cargando…

Protecting-Group-Free Synthesis of 2-Deoxy-Aza-Sugars

The protecting-group-free asymmetric synthesis of 1,2,4-trideoxy-1,4-imino-L-xylitol is readily achieved in five steps from 2-deoxy-D-ribose and with an overall yield of 48%. Key in this synthesis is the application of our recently developed Vasella-reductive amination and carbamate annulation metho...

Descripción completa

Detalles Bibliográficos
Autores principales:	Dangerfield, Emma Marie, Plunkett, Catherine Heather, Stocker, Bridget Louise, Timmer, Mattie Simon Maria
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	Molecular Diversity Preservation International 2009
Materias:	Article
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6254907/ https://www.ncbi.nlm.nih.gov/pubmed/20032893 http://dx.doi.org/10.3390/molecules14125298

Ejemplares similares

An Amination–Cyclization Cascade Reaction for Iminosugar Synthesis Using Minimal Protecting Groups
por: Hunt-Painter, Alex A., et al.
Publicado: (2022)

Methyl 6-azido-6-deoxy-α-d-galactoside
por: Cheng, Janice M. H., et al.
Publicado: (2011)

Methyl 6-deoxy-6-iodo-α-d-galactoside
por: Gulab, Shivali A., et al.
Publicado: (2010)

N-(2-Acetamido-2-deoxy-β-d-glucopyranosyl)-N-(3-azidopropyl)-O-methylhydroxylamine
por: Munneke, Stefan, et al.
Publicado: (2016)

Evaluation of anti α-d-Glcp-(1→4)-α-d-Glcp (GAGA4) IgM antibodies as a biomarker for multiple sclerosis
por: Braganza, Chriselle D., et al.
Publicado: (2018)

The NKT cell TCR repertoire can accommodate structural modifications to the lipid and orientation of the terminal carbohydrate of iGb3
por: Cameron, Garth, et al.
Publicado: (2022)

The trehalose glycolipid C18Brar promotes antibody and T-cell immune responses to Mannheimia haemolytica and Mycoplasma ovipneumoniae whole cell antigens in sheep
por: Gupta, Sandeep K., et al.
Publicado: (2023)

Water-soluble trehalose glycolipids show superior Mincle binding and signaling but impaired phagocytosis and IL-1β production
por: Manthrirathna, M. A. Thathsaranie P., et al.
Publicado: (2022)

Aryl-functionalised α,α′-Trehalose 6,6′-Glycolipid Induces Mincle-independent Pyroptotic Cell Death
por: Kodar, Kristel, et al.
Publicado: (2023)

Reductive Deamination by Benzyne for Deoxy Sugar Synthesis Through a Domino Reaction
por: Hwu, Jih Ru, et al.
Publicado: (2017)

Identification and Biological Activity of Synthetic Macrophage Inducible C-Type Lectin Ligands
por: Braganza, Chriselle D., et al.
Publicado: (2018)

The Ligands of C-Type Lectins
por: Foster, Amy J., et al.
Publicado: (2015)

Chemical Synthesis of Rare, Deoxy-Amino Sugars Containing Bacterial Glycoconjugates as Potential Vaccine Candidates
por: Behera, Archanamayee, et al.
Publicado: (2018)

The Mincle ligand trehalose dibehenate differentially modulates M1‐like and M2‐like macrophage phenotype and function via Syk signaling
por: Kodar, Kristel, et al.
Publicado: (2017)

The Effect of 5-aza,2’-deoxyCytidine (5 AZA CdR or Decitabine) on Extrinsic, Intrinsic, and JAK/STAT Pathways in Neuroblastoma and Glioblastoma Cells Lines
por: Sanaei, Masumeh, et al.
Publicado: (2023)

Anti-Hepatitis C Virus Activity of Uridine Derivatives of 2-Deoxy Sugars
por: Krol, Ewelina, et al.
Publicado: (2018)

Indium-mediated allylation in carbohydrate synthesis: A short and efficient approach towards higher 2-acetamido-2-deoxy sugars
por: Albler, Christopher, et al.
Publicado: (2014)

In silico biosynthesis of virenose, a methylated deoxy-sugar unique to Coxiella burnetii lipopolysaccharide
por: Flores-Ramirez, Gabriela, et al.
Publicado: (2012)

Synthesis of Benzyl 2-Deoxy-C-Glycosides
por: Shinozuka, Tsuyoshi
Publicado: (2020)

Antiviral Activity of Uridine Derivatives of 2-Deoxy Sugars against Tick-Borne Encephalitis Virus
por: Krol, Ewelina, et al.
Publicado: (2019)

Facile and Scalable Route to Access Rare Deoxy Amino Sugars for Nonulosonic Acid Aldolase Biosynthesis
por: Zhou, Yixuan, et al.
Publicado: (2022)

Editorial: Strained Aza-Heterocycles in Synthesis
por: Ha, Hyun-Joon
Publicado: (2019)

Characterization of highly active 2-keto-3-deoxy-L-arabinonate and 2-keto-3-deoxy-D-xylonate dehydratases in terms of the biotransformation of hemicellulose sugars to chemicals
por: Sutiono, Samuel, et al.
Publicado: (2020)

Stepwise, Protecting Group Free Synthesis of [4]Rotaxanes
por: Lewis, James E. M., et al.
Publicado: (2017)

A Protecting‐Group‐Free Synthesis of (−)‐Salvinorin A
por: Zimdars, Patrick, et al.
Publicado: (2021)

Synthesis of a 2''-Deoxy-β-GalCer
por: Thakur, Meena S., et al.
Publicado: (2014)

Synthesis and Biological Evaluation of 7-Deoxy-Epothilone Analogues
por: Woods, Laura M., et al.
Publicado: (2017)

Transition metal-free one-pot synthesis of substituted pyrroles by employing aza-Wittig reaction
por: Jadala, Chetna, et al.
Publicado: (2019)

Synthesis of substituted pyridines with diverse functional groups via the remodeling of (Aza)indole/Benzofuran skeletons
por: Vaithegi, Kannan, et al.
Publicado: (2023)

Synthesis of azetidines by aza Paternò–Büchi reactions
por: Richardson, Alistair D., et al.
Publicado: (2020)

An Expeditious Total Synthesis of 5′-Deoxy-toyocamycin and 5′-Deoxysangivamycin
por: Dong, Xiangyou, et al.
Publicado: (2019)

Synthesis and Antiproliferative Evaluation of 2-Deoxy-N-glycosylbenzotriazoles/imidazoles
por: Garton, Caleigh S., et al.
Publicado: (2021)

Biological Evaluation of Uridine Derivatives of 2-Deoxy Sugars as Potential Antiviral Compounds against Influenza A Virus
por: Krol, Ewelina, et al.
Publicado: (2017)

C-type Lectin Mincle Recognizes Glucosyl-diacylglycerol of Streptococcus pneumoniae and Plays a Protective Role in Pneumococcal Pneumonia
por: Behler-Janbeck, Friederike, et al.
Publicado: (2016)

Scope and Limitations of 2-Deoxy- and 2,6-Dideoxyglycosyl Bromides as Donors for the Synthesis of β-2-Deoxy- and β-2,6-Dideoxyglycosides
por: Kaneko, Miho, et al.
Publicado: (2014)

Is Adolescents’ Free Sugar Intake Associated with the Free Sugar Intake of Their Parents?
por: Zhang, Rou, et al.
Publicado: (2022)

A protecting group-free synthesis of the Colorado potato beetle pheromone
por: Wu, Zhongtao, et al.
Publicado: (2013)

Aza-Triangulene: On-Surface Synthesis and Electronic and Magnetic Properties
por: Wang, Tao, et al.
Publicado: (2022)

Total Synthesis of Fellutamide B and Deoxy-Fellutamides B, C, and D
por: Giltrap, Andrew M., et al.
Publicado: (2013)

Sugar-Free Milk
Publicado: (1901)

Cannot write session to /tmp/vufind_sessions/sess_d5m4bu8ba5pajm6joel9j0sgt1