68733-19-7

Upstream product

• 68733-26-6 2-azido-2-deoxy-D-galactose 
• 108-24-7 acetic anhydride 
• 1772-03-8 D-(+)-galactosamine hydrochloride 
• 14196-86-2 β-galactosylamine 
• 71141-99-6 2-azido-2-deoxy-β-D-galactose 
• 68733-26-6 2-deoxy-2-azidogalactopyranose 
• 127-09-3 sodium acetate 
• 196398-25-1 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α/β-D-galactopyranosyl nitrate 
• 68733-05-1 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl nitrate 
• 10387-40-3 potassium thioacetate 

Downstream Products

• 81704-02-1 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranoside 
• 1132966-47-2 2-(acetoxymethyl)-5-azido-6-(4-methoxyphenoxy)tetrahydro-2H-pyran-3,4-diyl diacetate 
• 1139852-98-4 2-(acetoxymethyl)-5-azido-6-(4-methoxyphenoxy)tetrahydro-2H-pyran-3,4-diyl diacetate 
• 1340541-47-0 4-methoxyphenyl 2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside 
• 864875-53-6 C₆₃H₉₀Cl₃N₉O₂₁ 
• 864875-54-7 C₆₁H₉₀N₁₀O₂₀ 
• 864875-52-5 (2R,3R,4R,5R,6R)-3-azido-5-(2,3-bis(tert-butoxycarbonyl)guanidino)-6-(4-((E)-10-(tert-butoxycarbonyl)-2,2-dimethyl-4,15-dioxo-3-oxa-5,10,14-triazaheptadec-16-en-17-yl)phenoxy)-2-methyltetrahydro-2H-pyran-4-yl benzoate 
• 864875-51-4 (2R,3R,4R,5S,6R)-3-(2,3-bis(tert-butoxycarbonyl)guanidino)-2-(4-((E)-10-(tert-butoxycarbonyl)-2,2-dimethyl-4,15-dioxo-3-oxa-5,10,14-triazaheptadec-16-en-17-yl)phenoxy)-5-hydroxy-6-methyltetrahydro-2H-pyran-4-yl benzoate 
• 864875-35-4 (2R,3R,4S,5R,6R)-3-amino-5-(2,3-bis(tert-butoxycarbonyl)guanidino)-6-(4-((E)-10-(tert-butoxycarbonyl)-2,2-dimethyl-4,15-dioxo-3-oxa-5,10,14-triazaheptadec-16-en-17-yl)phenoxy)-2-methyltetrahydro-2H-pyran-4-yl benzoate 
• 99260-73-8 glycocinnasperimicin D 
• 864875-50-3 (2R,3R,4R,5S,6R)-2-(4-((E)-10-(tert-butoxycarbonyl)-2,2-dimethyl-4,15-dioxo-3-oxa-5,10,14-triazaheptadec-16-en-17-yl)phenoxy)-5-hydroxy-6-methyl-3-((2,2,2-trichloroethoxy)carbonylamino)tetrahydro-2H-pyran-4-yl benzoate 
• 864875-37-6 (2R,3S,4R,5R,6R)-3-hydroxy-6-(4-iodophenoxy)-2-methyl-5-((2,2,2-trichloroethoxy)carbonylamino)tetrahydro-2H-pyran-4-yl benzoate 
• 864875-49-0 (2R,3S,4R,5R,6R)-3-hydroxy-2-methyl-6-phenoxy-5-((2,2,2-trichloroethoxy)carbonylamino)tetrahydro-2H-pyran-4-yl benzoate 

Relevant academic research and scientific papers

Preparation method, intermediate and application of fucosylated chondroitin sulfate trisaccharide

The invention discloses a synthesizing method of a fucosylated chondroitin sulfate trisaccharide repeat unit. The synthesizing method takes beta-penta-acetyl glucose, D-galactosamine hydrochloride andL-fucose, which are easy to acquire, as raw materials t

Synthesis of trisaccharide repeating unit of fucosylated chondroitin sulfate

We described the chemical synthesis of a sulfated trisaccharide repeating unit of fucosylated chondroitin sulfate (FCS), which has significant anticoagulant activity. Well-functionalized monosaccharides were readily prepared, and highly efficient glycosyl

A stereoselective and flexible synthesis to access both enantiomers of N-acetylgalactosamine and peracetylated N-acetylidosamine

Synthetic approaches towards N-acetylgalactosamine (GalNAc) have been attracting considerable interest since this compound is known for its pivotal role in cell-cell interaction and receptor induced cell signaling. Herein, we present a synthetic route in which two of the four stereogenic centers present in the target compound are derived from enantiopure tartaric acid being selectively converted to epoxy alcohols. The key step is the Pd-catalyzed, stereo- and regioselective epoxide opening and subsequent nucleophilic substitution of an azide functionality. This approach enables the synthesis of the naturally D- and unnaturally L-configured GalNAc, as well as both enantiomers of the largely unknown N-acetylidosamine (IdoNAc).

Synthetic and immunological studies on trimeric MUC1 immunodominant motif antigen-based anti-cancer vaccine candidates

Therapeutic vaccines have been regarded as a very promising treatment modality against cancer. Tumor-associated MUC1 is a promising antigen for the design of antitumor vaccines. However, body's immune tolerance and low immunogenicity of MUC1 glycopeptides

Synthesis and immunological study of a wall teichoic acid-based vaccine against E. faecium U0317

A repeat unit of cell wall teichoic acids (WTA) isolated from E. faecium U0317 was chemically synthesized efficiently by a stepwise strategy. It was derivatized with a 5-aminopentanyl linker to facilitate conjugation with carrier proteins KLH and HSA. Immunological studies of the KLH conjugate 1 demonstrated that it could provoke robust immune responses and high titers of IgG antibodies, which could successfully recognize the synthesized WTA repeat unit 3. This result suggested that synthetic glycoconjugate 1 could be a promising vaccine candidate against E. faecium for further studies.

An investigation of construction of chondroitin sulfate E (CS-E) repeating unit

A series of the derivatives of chondroitin sulfate E (CS-E) disaccharide repeating unit were prepared by postglycosylation–oxidation strategy. The strategy showed excellent performance in glycosylation both on the reactivity and stereoselectivity. Different protecting methodologies were used for the manipulation of disaccharide building blocks. Substitutes at C-4 of glucosyl donors mildly influenced the glycosylation. The current synthesis afforded a feasible approach for the preparation of CS-E repeating unit.

A Modular Approach to the Total Synthesis of Tunicamycins

The tunicamycins constitute a delicate mimic of the bisubstrate intermediates of N-acetyl-D-hexosamine-1-phosphate translocases and thus inhibit bacterial cell-wall synthesis and the N glycosylation of eukaryotic proteins. An efficient approach to the synthesis of this unique type of nucleoside antibiotics is now reported and features the assembly of five modules in a highly stereoselective and robust manner. A Mukaiyama aldol reaction, intramolecular acetal formation, gold(I)-catalyzed O and N glycosylation, and final Nacylation were used as the key steps. The modular and stereoselective synthesis of tunicamycins features a Mukaiyama aldol reaction, intramolecular acetal formation, gold(I)-catalyzed O and N glycosylation, and final N acylation as the key steps. These natural products are a unique type of nucleoside antibiotics with potent inhibitory activities against bacterial cell-wall synthesis and the N-glycosylation of eukaryotic proteins.

Cytotoxic properties of d-gluco-, d-galacto- and d-manno-configured 2-amino-2-deoxy-glycerolipids against epithelial cancer cell lines and BT-474 breast cancer stem cells

Glycosylated antitumor ether lipids (GAELs) 6 and 7 containing a α- or β-d-gluco-configured 2-amino-2-deoxy (2-NH2-Glc) sugar moiety linked to a glycerolipid aglycone kill cancer cell lines via a non-apoptotic mechanism that could be exploited

Synthesis of peptides and glycopeptides with polyproline II helical topology as potential antifreeze molecules

A library of peptides and glycopeptides containing (4R)-hydroxy-l-proline (Hyp) residues were designed with a view to providing stable polyproline II (PPII) helical molecules with antifreeze activity. A library of dodecapeptides containing contiguous Hyp

Synthesis of an isotopically-labelled antarctic fish antifreeze glycoprotein probe

Antifreeze glycoproteins (AFGPs) are glycosylated polypeptides produced by Antarctic and Arctic fishes, which allow them to survive in seawater at sub-zero temperatures. An investigation into the postulated enteric uptake of AFGP synthesized in the exocrine pancreas of Antarctic fishes required a custom-prepared AFGP probe that incorporated seven isotopically-labelled Ala residues for detection by mass spectrometry. The AFGPs are composed of a repetitive three amino acid unit (Ala-Ala-Thr), in which the threonine residue is glycosylated with the disaccharide β-d-Gal-(1→3) α-d-GalNAc. The synthesis of isotopically-labelled AFGP8 (1), as well as the optimized synthesis of the protected glycosylated amino acid building block 2, is reported.