97576-68-6

Upstream product

• 55628-54-1 3,4,6-tri-O-benzyl-D-glucal 
• 107-18-6 allyl alcohol 
• 915150-03-7 3,4,6-tri-O-benzyl-1,2-O-(α-methoxybenzylidene)-β-D-mannopyranose 
• 119237-90-0 allyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside 
• 16697-49-7 3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose 
• 108869-64-3 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl trichloroacetimidate 
• 79317-18-3 1-O-allyl-2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside 

Downstream Products

• 107342-82-5 allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-O-(3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 136945-15-8 allyl O-<3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl>-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 97576-75-5 allyl 3,4,6-tri-O-benzyl-2-O-<3,4,6-tri-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranosyl>-α-D-mannopyranoside 
• 170998-37-5 (2S,3S,4S,5R,6R)-2-Allyloxy-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(2-methoxy-ethoxymethoxy)-tetrahydro-pyran 
• 187456-09-3 Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-[acetyl-(2,2,2-trichloro-ethoxycarbonyl)-amino]-6-((2S,3S,4S,5R,6R)-2-allyloxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-4-yl ester 
• 207292-92-0 Thiobenzoic acid O-((2S,3S,4S,5R,6R)-2-allyloxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl) ester 
• 588730-46-5 allyl [2,3,4-tri-O-benzyl-6-O-(tert-butyldimethylsilyl)-α-D-mannopyranosyl]-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 642073-95-8 allyl 3,4,6-tri-O-benzyl-2-O-diphenylmethyl-α-D-mannopyranoside 
• 578739-23-8 allyl-3,4,6-tri-O-acetyl-2-O-pentafluoropropionyl-α-D-mannopyranosyl-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 97576-82-4 allyl (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 871116-00-6 allyl 3,4,6-tri-O-acetyl-2-deoxy-2-diglycolylimido-β-D-glucopyranosyl-(1->2)-2,3,6-tri-O-benzyl-α-D-mannopyranoside 
• 1225192-39-1 C₆₁H₇₈O₁₂Si 
• 97576-74-4 allyl (3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 402933-91-9 allyl 3,4,6-tri-O-benzyl-2-O-(9-fluorenylmethoxycarbonyl)-α-D-mannopyranoside 

Relevant academic research and scientific papers

Convergent Synthesis of a Bisecting N-Acetylglucosamine (GlcNAc)-Containing N-Glycan

The chemical synthesis of a bisecting N-acetylglucosamine (GlcNAc)-containing N-glycan was achieved by a convergent synthetic route through [4+2] and [6+2] glycosylations. This synthetic route reduced the number of reaction steps, although the key glycosylations were challenging in terms of yields and selectivities owing to steric hindrance at the glycosylation site and a lack of neighboring group participation. The yields of these glycosylations were enhanced by stabilizing the oxocarbenium ion intermediate through ether coordination. Glycosyl donor protecting groups were explored in an effort to realize perfect α selectivity by manipulating remote participation. The simultaneous glycosylations of a tetrasaccharide with two disaccharides was investigated to efficiently construct a bisecting GlcNAc-containing N-glycan.

Expedient synthesis of the heneicosasaccharyl mannose capped arabinomannan of the Mycobacterium tuberculosis cellular envelope by glycosyl carbonate donors

The global incidence of tuberculosis is increasing at an alarming rate, and Mycobacterium tuberculosis (Mtb) is the causative agent for tuberculosis, a disease with high mortality. Lipoarabinomannan (LAM) is one of the major components of the Mtb cellular envelope and is an attractive scaffold for developing anti-tubercular drugs, vaccines and diagnostics. Herein, a highly convergent strategy is developed to synthesize heneicosasaccharyl arabinomannan for the first time. The arabinomannan synthesized in this endeavour has several 1,2-trans or α-Araf linkages and three 1,2-cis or β-Araf linkages end capped with 1,2-trans or α-Manp linkages. All the key glycosidations were performed with alkynyl carbonate glycosyl donors under [Au]/[Ag] catalysis conditions, which gave excellent yields and stereoselectivity even for the reactions between complex and branched oligosaccharides. The resultant allyl oligosaccharide was globally deprotected to obtain the heneicosasaccharyl arabinomannan as a propyl glycoside. In summary, heneicosasaccharyl mannose capped arabinomannan synthesis was achieved in 56 steps with 0.016% overall yield.

Intramolecular aglycon delivery for (1 → 2)-β-mannosylation: Towards the synthesis of phospholipomannan of Candida albicans

A high yielding method for 1,2-cis-β-D-mannosylation by intra-molecular aglycon delivery (IAD) through p-methoxy benzyl ether/acetal exchange and phenylsulfoxide donor is reported, along with its application in iterative assembly of antigenic (1 → 2)-β-pe

Efficient convergent synthesis of Bi-, Tri-, and tetra-antennary complex type N-glycans and their HIV-1 antigenicity

The structural diversity of glycoproteins often comes from post-translational glycosylation with heterogeneous N-glycans. Understanding the complexity of glycans related to various biochemical processes demands a well-defined synthetic sugar library. We r

Synthesis of truncated analogues for studying the process of glycosyl phosphatidylinositol modification

Figure presented Many eukaryotic proteins are modified with a glycosylphosphatidylinositol (GPI) anchor at their C-termini. This post-translational modification causes these proteins to be noncovalently tethered to the plasma membrane. The synthesis of tr

Syntheses of oligomannosides in solution and on a soluble polymer support: A comparison

The α-(1→6)-linked and the α-(1→2)-linked linear mannotetraose glycosides 3 and 4, respectively, and the branched mannopentaoside 2 [R = CH2(CH2)2CH2Cl] were synthesised by conventional methods in solution, usin

Stereoselective synthesis of 2-hydroxy-alpha-mannopyranosides from glucal donors.

[figure: see text] Direct synthetic access to 2-hydroxy-alpha-mannopyranosides from glucal donors is accomplished via a one-pot stereoselective oxidative glycosylation reaction, employing the reagent combination of dibenzothiophene bis(triflate) and dibenzothiophene-5-oxide.

An efficient stereoselective synthesis of enantiomerically pure mono- and di-O-hexadecyl-β-D-glucosylglycerol ethers by epoxidation of an allyl β-D-glucopyranaside asymmetrically induced by the glucide moiety

1-O-Hexadecyl and 1,2-di-O-hexadecyl-3-O-(β-D-glucopyranosyl)-sn-glycerol ethers were obtained by regiospecific opening of the oxirane ring of the 2',3'-epoxypropyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside synthetized by stereoselective epoxidati

Synthesis of di- and tri-saccharides with intramolecular NH-glycosidic linkages: Molecules with flexible and rigid glycosidic bonds for conformational studies

Attempted dephthalimidation of the trisaccharide 1-O-acetyl-3,4-di-O- benzyl-2,6-di-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D- glucopyranosyl)-α-D-mannopyranose (1) and its derivatives 2 and 3, as well as the disaccharide 1-O-acetyl-3,4,6-tri-O-benz

SYNTHESIS OF A BRANCHED MANNOHEXAOSIDE, A PART STRUCTURE OF A HIGH-MANNOSE-TYPE GLYCAN OF A GLYCOPROTEIN

The synthesis is described of a branched mannohexaoside derivative, propyl 6-O--α-D-mannopyranoside, which corresponds to the non-reducing-end part-structure of a high-mannose-type g