Category: 34637-22-4

Ichikawa, Yoshiyasu; Hasegawa, Tomoyuki; Minami, Takahiro; Sato, Hiroshi; Morishita, Yukinori; Ochi, Rika; Masuda, Toshiya published the artcile< Further Development of the Tin-Catalyzed Transcarbamoylation Reaction>, COA of Formula: C11H15NO3, the main research area is carbamate preparation; methyl carbamate alc transcarbamoylation tin catalyst; terpene glycoconjugate preparation; glycosyl donor terpene transcarbamoylation tin catalyst.

Studies carried out to further develop tin-catalyzed transcarbamoylation reactions demonstrated that transcarbamoylation of cinnamyl alc. in the context of allyl cyanate-to-isocyanate rearrangement can be efficiently carried out on a ten-gram scale and that tin-catalyzed transcarbamoylation is a valuable alternative to the method using trichloroacetyl isocyanate. In addition, Me carbamate was found to be an economical carabamoyl donor in tin-catalyzed transcarbamoylation, which showed broad functional group tolerance and allowed a streamlined workup procedure. Finally, a unique synthetic method was developed for the preparation of carbamate-tethered terpene glycoconjugates.

Synthesis published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 34637-22-4 belongs to class esters-buliding-blocks, and the molecular formula is C11H15NO3, COA of Formula: C11H15NO3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Biswas, Sayantan; Ghotekar, Balasaheb K.; Kulkarni, Suvarn S. published the artcile< Total Synthesis of the All-Rare Sugar-Containing Pentasaccharide Repeating Unit of the O-Polysaccharide of Plesiomonas shigelloides Strain 302-73 (Serotype O1)>, HPLC of Formula: 34637-22-4, the main research area is aminosugar bacillosamine fucosamine pneumosamine oligosaccharide preparation stereoselective glycosylation catalyst; oligosaccharide aminoglycoside pentasaccharide repeating unit polysaccharide Plesiomonas shigelloides.

First total synthesis of the conjugation-ready pentasaccharide repeating unit of Plesiomonas shigelloides strain 302-73 (serotype O1) is reported. The complex target pentasaccharide is composed of all-rare amino sugars such as orthogonally functionalized D-bacillosamine, L-fucosamine, and L-pneumosamine linked through four consecutive α-linkages. The poor nucleophilicity of axial 4-OH of L-fucosamine and stereoselective glycosylations are the key challenges in the total synthesis, which was completed via a longest linear sequence of 27 steps in 3% overall yield.

Organic Letters published new progress about Amino sugars Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 34637-22-4 belongs to class esters-buliding-blocks, and the molecular formula is C11H15NO3, HPLC of Formula: 34637-22-4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Njeri, Dancan K.; Pertuit, Claude J.; Ragains, Justin R. published the artcile< 1,2-cis-Selective glucosylation enabled by halogenated benzyl protecting groups>, Name: Benzyl (3-hydroxypropyl)carbamate, the main research area is disaccharide thioglycoside stereoselective glycosylation preparation uronate cholesterol; Williamson etherification stereoselective glycosylation protecting group glucosylation thioglucoside trichloroacetimidate.

We report on our initial results from a systematic effort to implement electron-withdrawing protecting groups and Lewis basic solvents/additives as an approach to 1,2-cis(α)-selective O-glucosylation. 1,2-cis-Selective O-glucosylation are reported with thioglucosides and glucosyl trichloroacetimidates and a range of acceptors. A correlation between electron-withdrawing effects and 1,2-cis selectivity has been established. This phenomenon may prove to be broadly applicable in the area of chem. O-glycosylation.

Organic & Biomolecular Chemistry published new progress about Disaccharides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 34637-22-4 belongs to class esters-buliding-blocks, and the molecular formula is C11H15NO3, Name: Benzyl (3-hydroxypropyl)carbamate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Nikitas, Nikolaos F.; Triandafillidi, Ierasia; Kokotos, Christoforos G. published the artcile< Photo-organocatalytic synthesis of acetals from aldehydes>, Electric Literature of 34637-22-4, the main research area is aldehyde alc thioxanthenone catalyst photochem acetalization green chem; acetal preparation.

A mild and green photo-organocatalytic protocol for the highly efficient acetalization of aldehydes were developed. Utilizing thioxanthenone as the photocatalyst and inexpensive household lamps as the light source, a variety of aromatic and aliphatic aldehydes were converted into acyclic and cyclic acetals in high yields. The reaction mechanism was extensively studied.

Green Chemistry published new progress about Acetalization (photochem.). 34637-22-4 belongs to class esters-buliding-blocks, and the molecular formula is C11H15NO3, Electric Literature of 34637-22-4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Behera, Archanamayee; Rai, Diksha; Kulkarni, Suvarn S. published the artcile< Total Syntheses of Conjugation-Ready Trisaccharide Repeating Units of Pseudomonas aeruginosa O11 and Staphylococcus aureus Type 5 Capsular Polysaccharide for Vaccine Development>, Category: esters-buliding-blocks, the main research area is immunotherapy vaccine protecting group stereoselective glycosylation trisaccharide uronate; trisaccharide Pseudomonas aeruginosa preparation stereoselective glycosylation antibiotic fucosamine antigen.

Here, we report the first total synthesis of the conjugation-ready trisaccharide repeating unit of Pseudomonas aeruginosa O11 via a highly stereoselective and efficient assembly of rare L-fucosamine and D-fucosamine containing 1,2-cis linked disaccharide motif and its regioselective glycosylation at O3. A systematic study was conducted for the notoriously difficult glycosylation with the most un-reactive axial 4-OH of the rare disaccharide and the successful outcome was utilized to accomplish the total synthesis of an aminopropyl linker-attached trisaccharide repeating unit of Staphylococcus aureus capsular polysaccharide type 5, which is also a potential antigen for immunotherapy and vaccine development. Judicious selection of protecting groups and reaction conditions allowed the stereoselective assembly and selective functional group inter-conversions to access the structurally complex linker-attached trisaccharide repeating units, which are valuable tools for immunol. evaluation and vaccine development. The strategy is useful for the synthesis of other structurally related complex glycans.

Journal of the American Chemical Society published new progress about Antibiotics. 34637-22-4 belongs to class esters-buliding-blocks, and the molecular formula is C11H15NO3, Category: esters-buliding-blocks.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Huo, Chang-Xin; Dhara, Debashis; Baliban, Scott M.; Tahmasebi Nick, Setare; Tan, Zibin; Simon, Raphael; Misra, Anup Kumar; Huang, Xuefei published the artcile< Synthetic and immunological studies of Salmonella enteritidis O-antigen tetrasaccharides as potential anti-Salmonella vaccines>, Reference of 34637-22-4, the main research area is synthetic tetrasaccharide Salmonella vaccine.

The first synthetic carbohydrate based potential anti-Salmonella Enteritidis vaccine has been developed by conjugating a synthetic tetrasaccharide antigen with bacteriophage Q� High levels of specific and long lasting anti-glycan IgG antibodies were induced by the conjugate, which completely protected mice from lethal bacterial challenges in a passive transfer model.

Chemical Communications (Cambridge, United Kingdom) published new progress about Antibacterial vaccines. 34637-22-4 belongs to class esters-buliding-blocks, and the molecular formula is C11H15NO3, Reference of 34637-22-4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Njeri, Dancan K.; Valenzuela, Erik Alvarez; Ragains, Justin R. published the artcile< Leveraging Trifluoromethylated Benzyl Groups toward the Highly 1,2-Cis-Selective Glucosylation of Reactive Alcohols>, COA of Formula: C11H15NO3, the main research area is glycoside disaccharide stereoselective glycosylation catalyst methylsilyl iodide phenyl phosphine.

Here, we demonstrate that substitution of the benzyl groups of glucosyl imidate donors with trifluoromethyl results in a substantial increase in 1,2-cis-selectivity when activated with TMS-I in the presence of triphenylphosphine oxide. Stereoselectivity is dependent on the number of trifluoromethyl groups (4-trifluoromethylbenzyl vs 3,5-bis-trifluoromethylbenzyl). Particularly encouraging is that we observe high 1,2-cis-selectivity with reactive alc. acceptors.

Organic Letters published new progress about Disaccharides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 34637-22-4 belongs to class esters-buliding-blocks, and the molecular formula is C11H15NO3, COA of Formula: C11H15NO3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Huo, Chang-Xin; Dhara, Debashis; Baliban, Scott M.; Tahmasebi Nick, Setare; Tan, Zibin; Simon, Raphael; Misra, Anup Kumar; Huang, Xuefei published the artcile< Synthetic and immunological studies of Salmonella enteritidis O-antigen tetrasaccharides as potential anti-Salmonella vaccines>, Reference of 34637-22-4, the main research area is synthetic tetrasaccharide Salmonella vaccine.

The first synthetic carbohydrate based potential anti-Salmonella Enteritidis vaccine has been developed by conjugating a synthetic tetrasaccharide antigen with bacteriophage Qå°? High levels of specific and long lasting anti-glycan IgG antibodies were induced by the conjugate, which completely protected mice from lethal bacterial challenges in a passive transfer model.

Chemical Communications (Cambridge, United Kingdom) published new progress about Antibacterial vaccines. 34637-22-4 belongs to class esters-buliding-blocks, and the molecular formula is C11H15NO3, Reference of 34637-22-4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Njeri, Dancan K.; Valenzuela, Erik Alvarez; Ragains, Justin R. published the artcile< Leveraging Trifluoromethylated Benzyl Groups toward the Highly 1,2-Cis-Selective Glucosylation of Reactive Alcohols>, COA of Formula: C11H15NO3, the main research area is glycoside disaccharide stereoselective glycosylation catalyst methylsilyl iodide phenyl phosphine.

Here, we demonstrate that substitution of the benzyl groups of glucosyl imidate donors with trifluoromethyl results in a substantial increase in 1,2-cis-selectivity when activated with TMS-I in the presence of triphenylphosphine oxide. Stereoselectivity is dependent on the number of trifluoromethyl groups (4-trifluoromethylbenzyl vs 3,5-bis-trifluoromethylbenzyl). Particularly encouraging is that we observe high 1,2-cis-selectivity with reactive alc. acceptors.

Organic Letters published new progress about Disaccharides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 34637-22-4 belongs to class esters-buliding-blocks, and the molecular formula is C11H15NO3, COA of Formula: C11H15NO3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Shanthamurthy, Chethan D.; Kikkeri, Raghavendra published the artcile< Linear Synthesis of De novo Oligo-Iduronic Acid>, Synthetic Route of 34637-22-4, the main research area is oligoiduronic acid synthesis IdoA glycosaminoglycan iduronic conformational plasticity.

L-Iduronic acid (IdoA) plays a pivotal role in glycosaminoglycan (GAG) protein interactions. However, the structural microheterogeneity of GAG appears to impede the systematic investigation of IdoA functions. Under such conditions, oligo-Iduronic acid (Oligo-IdoA) are ideal and straightforward heparin mimetics to unravel the relationship between IdoA structure and functions. Herein, we report for the first-time linear synthesis of rare oligo-IdoA precursor utilizing anhydrous β-L-idopyranosyl and IdoA thiophenol building block. After screening various synthetic strategies, we have installed successive IdoA by 5 step reactions with 25-26 % overall yield. These oligo-IdoA are expected to be excellent probes to understand conformational plasticity of IdoA and fine tune carbohydrate-protein interactions.

European Journal of Organic Chemistry published new progress about Glycosaminoglycans Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 34637-22-4 belongs to class esters-buliding-blocks, and the molecular formula is C11H15NO3, Synthetic Route of 34637-22-4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics