140397-46-2

Upstream product

• 113019-43-5 2,6-Anhydro-3,4,5,7-tetra-O-benzyl-aldehydo-D-glycero-D-ido-heptopyranose 
• 89064-71-1 β-C-(hydroxymethyl)-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside 
• 13096-62-3 (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one 
• 85422-85-1 1-Deoxy-2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl cyanide 
• 113019-40-2 1-Deoxy-2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl cyanide 
• 140397-44-0 2,6-anhydro-1,3,4,5-tetra-O-benzyl-7,8,9-trideoxy-D-glycero-L-galacto-non-7,8-dienitol 
• 140397-45-1 2,6-anhydro-3,4,5,7-tetra-O-benzyl-7,8,9-trideoxy-D-glycero-L-gluco-heptose 
• 1056028-53-5 (E)-1-phenyl-2-(2′,3′,4′,6′-tetra-O-acetyl-β-D-glucopyranosyl)ethene 
• 140461-63-8 (2R,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-propa-1,2-dienyl-tetrahydro-pyran 
• 74281-68-8 3,4,5,7-Tetra-O-acetyl-2,6-anhydro-1-C-(1,3-diphenyl-2-imidazolidinyl)-D-glycero-D-gulo-heptose 
• 100-39-0 benzyl bromide 
• 160701-85-9 1-O-Acetyl-2,3,4,6-tetra-O-benzyl-1-(2-thiazolyl)-β-D-glucopyranose 
• 154127-56-7 1-O-Acetyl-2,3,4,6-tetra-O-benzyl-1-C-(2-thiazolyl)-α-D-glucopyranose 
• 154127-55-6 2,3,4,6-tetra-O-benzyl-β-1-C-(2-thiazolyl)-D-glucopyranose 

Downstream Products

• 136088-98-7 methyl 3-(2,3,4,6-O-tetrabenzyl-β-D-glucopyranosyl)propenoate 
• 89064-71-1 β-C-(hydroxymethyl)-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside 
• 204068-77-9 C-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)formic acid 
• 270923-04-1 1,6-anhydro-3-C-[(1S)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-2,3-dideoxy-β-D-glycero-hex-2-en-4-ulopyranose 
• 347382-95-0 ((2S,3R,6S)-2-Ethoxy-6-hydroxymethyl-3,6-dihydro-2H-pyran-3-yl)-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methanol 
• 556054-15-0 (1S,5R)-3-C-[(1R)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-6,8-dioxabicyclo[3.2.1]oct-2-en-4-one 
• 608530-04-7 1-(2,3,4,6-tetra-O-benzyl-D-gluco-β-C-pyranosyl)-3-phenyl-prop-2-yn-(1R)-ol 
• 608530-06-9 1-(2,3,4,6-tetra-O-benzyl-D-gluco-β-C-pyranosyl)-3-phenyl-prop-2-yn-(1S)-ol 

Relevant academic research and scientific papers

Synthesis of β-C-Glycopyranosyl Aldehydes and 2,6-Anhydro-heptitols

A convenient route has been developed for the diastereoselective synthesis of β-C-glycopyranosyl aldehydes from d-glucose, d-mannose, and d-galactose. The key step in the synthesis of C-glycosyl aldehydes is the aryl driven reductive dehydration on 1-phen

Preparation of 1-C-glycosyl aldehydes by reductive hydrolysis

Reductive hydrolysis of various protected glycosyl cyanides was carried out using DIBAL-H to form aldimine alane intermediates which were then hydrolyzed under mildly acidic condition to provide the corresponding aldehyde derivatives. While 1-C-formyl gly

Synthesis and conformational analysis of (α-D-Galactosyl) phenylmethane and α-,β-difluoromethane analogues: interactions with the plant lectin viscumin

(aα-D-Galactosyl)phenylmethane (1), (α- and β-D-galactosyl)-(difluoro)phenylmethane (2 and 3) have been prepared and their conformations in solution were described by using a combination of force-field calculations and NMR spectroscopic studies. Galactosi

New and general synthesis of β-C-glycosylformaldehydes from easily available β-C-glycosylpropanones

A highly effective method for the introduction of a formyl group at the anomeric position of pyranosides was developed via enolisation of β-C-d-glycopyranosylpropan-2-one using thermodynamic conditions then oxidative cleavage of the more substituted doubl

A convenient new route to protected and free 2,6-anhydro-d-glycero-d-gulo- heptoses (1-formyl-β-D-glucopyranosides)

A new and efficient process has been developed for the synthesis of 1-formyl-β-glucopyranosides from D-glucose.

Multigram scale synthesis of formyl tetra-O-benzyl-β-D-C-glucopyranoside using benzothiazole as a formyl group equivalent

The addition of 2-lithiobenzothiazole to D-gluconolactone followed by deoxygenation of the resulting ketose affords a mixture of benzothiazolyl α- and β-D-glucopyranoside; treatment of this mixture with sodium methoxide gives the β-anomer from which the title aldehyde is obtained in a pure form by transformation of the benzothiazole ring into the formyl group.

An efficient diastereoselective synthesis of β-1-formyl-2,3,4,6-tetra-O-benzyl-D-glucopyranoside

A diastereoselective synthesis of β-1-formyl-2,3,4,6-tetra-O-benzyl-D-glucopyranoside in four steps, using an umpolung Seebach reaction is described.

Design and use of an oxazolidine silyl enol ether as a new homoalanine carbanion equivalent for the synthesis of carbon-linked isosteres of O- glycosyl serine and N-glycosyl asparagine

A trimethylsilyl enol ether carrying the N-Boc 2,2-dimethyloxazolidine ring was designed to serve as a synthetic equivalent of the homoalanine carbanion for the introduction of the α-amino acid side chain at the anomeric carbon of sugars. This new functio

Thiazole-based synthesis of formyl C-glycosides

A method for the installation of the formyl group at the anomeric position of pyranoses and furanoses starting from the corresponding lactones has been developed. The strategy involves the addition of 2-lithiothiazole to the sugar lactone, followed by the silane reduction of the acetylated resultant ketol and the unmasking of the formyl group from the thiazole ring. All steps have been studied in some details to improve chemical efficiency and stereochemical control. Hence, reversed α:β ratios of ketols were found in kinetic and thermodynamic mixtures, the former being consistent with a steric effect control of the substituents and the latter by the electronic effect of the ring oxygen. Seven sugar aldehydes with different D-pyranosidic (2,3,4,6-tetra-O-benzyl-gluco, -galacto, and -manno, 2-azido-3,4,6-tri-O-benzyl-2-deoxy-galacto) and D-furanosidic moieties (5-O-benzyl-2,3-isopropylidene-ribo; 2,3,5-tri-O-benzyl-ribo; 2,3:5,6-di-O-isopropylidene-manno) were prepared in 52-65% isolated overall yield from the corresponding lactone.

Thiazole-based synthesis of C-glycosyl aldehydes

The formylation at the anomeric carbon of the model sugars 2,3,4,6-tetra-O-benzyl-D-glucopyranose and 2,3:5,6-di-O-isopropylidene-D-mannofuranose is carried out by addition of 2-lithiothiazole to the corresponding lactones followed by reductive dehydroxyl