85422-90-8

Upstream product

• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 1833-53-0 2-(Trimethylsilyloxy)propene 
• 120417-04-1 Acetic acid (E)-2-methyl-3-((3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propenyl ester 
• 603-35-0 triphenylphosphine 
• 124667-93-2 1-iodo-3-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)propan-2-one 
• 25320-59-6 tetra-O-benzyl glucopyranosyl chloride 
• 56822-49-2 1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranoside 
• 123043-08-3 (2R,3S,4S,5R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-2,3,4,5-tetrahydro-pyranylium 
• 120417-04-1 Acetic acid (E)-2-methyl-3-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propenyl ester 
• 74808-09-6 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate 

Downstream Products

• 99701-91-4 4-Dimethylamino-1-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosylmethyl)-3-buten-2-on 
• 120520-81-2 4,8-anhydro-5,6,7,9-tetra-O-benzyl-1,3-dideoxy-D-glycero-D-gulo-non-2-ulose 
• 81972-20-5 2-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)ethanol 
• 99701-93-6 2-Amino-4-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosylmethyl)pyrimidin 
• 99701-92-5 2-Methyl-4-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosylmethyl)pyrimidin 
• 99701-88-9 3-(2,3,4,6-Tetra-O-benzyl-α-D-glucopyranosylmethyl)pyrazol 

Relevant academic research and scientific papers

Synthesis of Antimetabolites of Sucrose

The C-disaccarides D-glycero-D-ido-D-lyxo-7,11-anhydro-6-deoxydodec-5-ulofuranose-(5,2) 7a and D-glycero-D-ido-D-lyxo-7,11-anhydro-1-O-benzyloxysuccinyl-6-deoxydodec-5-ulofuranose-(5,2) 7b, antimetabolites of sucrose, the second of which is provided with a succinyl group which allows its linkage to biopolymers, have been synthesized.Hydroxymercuriation of the easily available 3-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)prop-1-ene 1 followed by iodomercuriation, oxidation, and treatment of the so obtained iodo ketone with triphenylphosphine afforded the stabilized ylide 3-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)-2-oxopropylidenetriphenylphosphorane 2.Reaction of the ylide 2 with a properly protected D-glyceraldehyde 3 afforded the α,β-unsaturated ketone 4 with a 12-carbon-atom skeleton, the stereoselective osmylation of which, followed by deprotection, gave the C-disaccaride 7a.To obtain the succinylated C-disaccaride 7b, (S)-2-O-benzyl-3-O-(benzyloxysuccinyl)glyceraldehyde 3b was employed, which was obtained by enzymic benzyloxysuccinylation of 2-O-benzylglycerol and subsequent oxidation.

USE OF 1JC1,H1 VALUES FOR THE STEREOCHEMICAL DETERMINATION OF C-GLYCOSIDES: A SIMPLE TWO DIMENSIONAL NMR PROTOCOL

A combination of three two-dimensional homo- and heteronuclear correlation methods have been used to determine the stereochemistry of C-glycosides derived from the reaction of 1-acetyloxy allylic silanes with pyranosi

Oxygenated Allylic Silanes: Useful Homoenolate Equivalents for the Stereoselective C-Glycosidation of Pyranoside Derivatives

Acylated C1-oxygenated allylic silanes, trimethylsilane (1a), trimethylsilane (1b), and ethyl 2-propenyltrimethylsilane-1-carbonate (1c), function as homoenolate equivalents in BF3*OEt2-catalyze

The First Direct Method for C-Glucopyranosyl Derivatization of 2,3,4,6-Tetra-O-benzyl-D-glucopyranose

Commercially available 2,3,4,6-tetra-O-benzyl-D-glucopyranose, activated by trifluoroacetic anhydride reacts, in the presence of Lewis acids, with various silyl enol ethers or with allylsilane to yield C-D-glucopyranosyl derivatives of the α-configuration

O-Glycosyl Imidates, 19. - Reactions of Glycosyl Trichloroacetimidates with Silylated C-Nucleophiles

Reaction of O-benzyl-protected α-glycopyranosyl trichloroacetimidates 1 and the xylo analogues 7 with silyl enol ethers or allyltrimethylsilane as C-nucleophiles yields with zink chloride as catalyst mainly or exclusively α-C-glycosides (5a-α to 5h-α, 8b,