Category: 74808-09-6

The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.74808-09-6, Name is (2R,3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate, molecular formula is C36H36Cl3NO6. In a Article£¬once mentioned of 74808-09-6, HPLC of Formula: C36H36Cl3NO6

Glycosylation of allyl 2-acetamido-4,6-O-benzylidene-2-deoxy-alpha-D- glucopyranoside with bulky substituted glycosyl donors

Glycosylation of allyl 2-acetamido-4,6-O-benzylidene-2-deoxy-alpha-D- glucopyranoside with bulky substituted glycosyl donors leads to the formation of derivatives of the disaccharide alpha-D-Glc-(1?3)-D-GlcNAc with different yields.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.74808-09-6, Name is (2R,3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate, molecular formula is C36H36Cl3NO6. In a Article£¬once mentioned of 74808-09-6, COA of Formula: C36H36Cl3NO6

AuCl3- and AuCl3-Phenylacetylene-Catalyzed Glycosylations by Using Glycosyl Trichloroacetimidates

Glycosylations of armed and disarmed trichloroacetimidate-based glycosyl donors were carried out by using the AuCl3-phenylacetylene relay catalyst system. The effectiveness of this catalytic system was also compared with that of using AuCl3 alone as a catalyst. Glycosylations with these catalysts proceeded efficiently at room temperature within 5-45 min. Excellent diastereoselectivity was obtained for the glycosylation of 2-O-acetyl-protected disarmed glycosyl donors, whereas armed glycosyl trichloroacetimidates gave rise to a mixture of anomeric glycosides. Acid-sensitive nucleophiles such as Fmoc-serine tert-butyl ester or Fmoc-threonine tert-butyl ester successfully underwent the glycosylations, albeit in moderate yields, under mild conditions at room temperature. We have reported a convenient room temperature protocol that employs AuCl3 and phenylacetylene as a catalyst system to carry out the glycosylation of glycosyl trichloroacetimidates. The effectiveness of this relay catalyst system was also compared with that of using AuCl3 alone to catalyze the glycosylations.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.74808-09-6, Name is (2R,3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate, molecular formula is C36H36Cl3NO6. In a Article£¬once mentioned of 74808-09-6, SDS of cas: 74808-09-6

Chemical synthesis of 6”’-alpha-maltotriosyl-maltohexaose as substrate for enzymes in starch biosynthesis and degradation

A branched nonasaccharide 6”’-alpha-maltotriosyl-maltohexaose was synthesised in 40 steps from D-glucose and maltose. Phenyl O-(2,3,4,6-tetra-O-benzyl-alpha-D-glucopyranosyl)-(1?4)-O-(2,3,6-tri-O-benzyl-alpha-D-glucopyranosyl)-(1?4)-2,3-di-O-benzyl-1-thio-beta-D-glucopyranoside and O-(2,3,4,6-tetra-O-benzyl-alpha-D-glucopyranosyl)-(1?4)-O-(2,3,6-tri-O-benzyl-alpha-D-glucopyranosyl)-(1?4)-2,3,6-tri-O-benzyl-alpha,beta-D-glucopyranosyl trichloroacetimidate were coupled by a general condensation reaction to form the per-O-benzylated branched hexasaccharide phenyl thioglycoside. The phenylthio group of this compound was converted into a trichloroacetimidate, which was coupled with phenyl O-(2,3,6-tri-O-benzyl-alpha-D-glucopyranosyl)-(1?4)-O-(2,3,6-tri-O-benzyl-alpha-D-glucopyranosyl)-(1?4)-2,3,6-tri-O-benzyl-1-thio-beta-D-glucopyranoside to afford the per-O-benzylated branched nonasaccharide phenyl thioglycoside. Replacement of the phenylthio group with a free OH-group followed by hydrogenolysis gave the desired product. The synthons reported for this synthesis constitute a versatile tool for the chemical synthesis of other complex carbohydrates. Copyright (C) 1999 Elsevier Science Ltd.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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Iron(iii) chloride modulated selective 1,2-trans glycosylation based on glycosyl trichloroacetimidate donors and its application in orthogonal glycosylation

The development of a new glycosylation method for efficient stereoselective synthesis of beta-gluco- and galactosides from their corresponding armed trichloroacetimidate donors mediated by 10 mole% of FeCl3 has been focused. FeCl3 has also been applied to a number of glucose, galactose, mannose and rhamnose based trichloroacetimidate donors with various protecting groups incorporated at the C-2-position to prepare a variety of disaccharides and trisaccharides with excellent 1,2-trans selectivity. FeCl3 can also modulate the 1,2-trans selectivity of the reaction of 2-O-alkylated gluco- and galacto-pyranosyl trichloroacetimidates with phenolic compounds leading to the generation of the corresponding beta-O-aryl glycosides in excellent yield and selectivity. Apart from these the present methodology has been successfully utilized for double glycosylation and orthogonal glycosylation reactions along with its application in one-pot three component orthogonal glycosylation reactions for synthesis of a trisaccharide.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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Investigations of scope and mechanism of nickel-catalyzed transformations of glycosyl trichloroacetimidates to glycosyl trichloroacetamides and subsequent, atom-economical, one-step conversion to alpha-urea-glycosides

The development and mechanistic investigation of a highly stereoselective methodology for preparing alpha-linked-urea neo-glycoconjugates and pseudo-oligosaccharides is described. This two-step procedure begins with the selective nickel-catalyzed conversion of glycosyl trichloroacetimidates to the corresponding alpha-trichloroacetamides. The alpha-selective nature of the conversion is controlled with a cationic nickel(II) catalyst, [Ni(dppe)(OTf)2] (dppe=1,2-bis(diphenylphosphino)ethane, OTf=triflate). Mechanistic studies have identified the coordination of the nickel catalyst with the equatorial C2-ether functionality of the alpha-glycosyl trichloroacetimidate to be paramount for achieving an alpha-stereoselective transformation. A cross-over experiment has indicated that the reaction does not proceed in an exclusively intramolecular fashion. The second step in this sequence is the direct conversion of alpha-glycosyl trichloroacetamide products into the corresponding alpha-urea glycosides by reacting them with a wide variety of amine nucleophiles in presence of cesium carbonate. Only alpha-urea-product formation is observed, as the reaction proceeds with complete retention of stereochemical integrity at the anomeric C-N bond.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

In an article, published in an article, once mentioned the application of 74808-09-6, Name is (2R,3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate,molecular formula is C36H36Cl3NO6, is a conventional compound. this article was the specific content is as follows.HPLC of Formula: C36H36Cl3NO6

O-Glycosyl Imidates, 29. – Reaction of O-(Glucopyranosyl)Imidates with Electron-Rich Heterocycles. – Synthesis of C-Glucosides

The O-benzyl-protected alpha-glucosyl trichloroacetimidate 1 gives with furan and derivatives and ZnCl2-OEt2 as catalyst via 2-C attack the alpha-C-glucosides 2-alpha – 4-alpha.Good results in this reaction are also obtained with the aryl-substituted glucosyl imidate 5 as glycosyl donor.The alpha-configurations in the products assigned through 1H-NMR data were secured by the reaction of the 2-O-acyl-O-glucosyl trichloroacetimidate 14 with 2-methylfuran. 2′-O-Benzylation of the product provides the C-glucoside 3-beta with beta-configuration, the anomer of compound 3-alpha.The C-glucosylfurans synthesized give with acetylenedicarboxylate cycloadducts, they undergo electrophilic substitution at the 5-position, and they are directly C-lithiated with lithium diisopropylamide.The corresponding C-glucosylation of thiophene and 2-methylthiophene with the trichloroacetimidate 1 provide the alpha-C-glucosides 15-alpha and 16-alpha whereas 1,2-dimethylindole lead to the corresponding beta-C-glucoside 18-beta.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.74808-09-6, Name is (2R,3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate, molecular formula is C36H36Cl3NO6. In a Article£¬once mentioned of 74808-09-6, Recommanded Product: (2R,3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate

Bimodal Glycosyl Donors Protected by 2- O-(ortho-Tosylamido)benzyl Group

A glucosyl donor equipped with C2-o-TsNHbenzyl ether was shown to provide both alpha- and beta-glycosides stereoselectivity, by changing the reaction conditions. Namely, beta-glycosides were selectively obtained when the trichloroacetimidate was activated by Tf2NH. On the other hand, activation by TfOH in Et2O provided alpha-glycosides as major products. This “single donor” approach was employed to assemble naturally occurring trisaccharide alpha-d-Glc-(1?2)-alpha-d-Glc-(1?6)-d-Glc and its anomers.

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Reference£º
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.74808-09-6, Name is (2R,3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate, molecular formula is C36H36Cl3NO6. In a Article£¬once mentioned of 74808-09-6, Application In Synthesis of (2R,3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate

C-ARYL-GLYCOSIDES AND 3-DEOXY-2-GLYCULOSONATES VIA INVERSE TYPE HETERO-DIELS-ALDER REACTION

The functionally substituted alpha,beta-unsaturated carbonyl compounds 1a,b provide with styrenes and with methyl alpha-methoxyacrylate in regiospecific and endo- and site-selective inverse type hetero-Diels-Alder reactions the dihydropyranes 2-4 and 9 respectively, which are readily transformed into C-aryl-beta-glycopyranosides and into methyl (methyl 3-deoxy-beta-arabino-2-heptulopyranosid)onates.Thus, from achiral precursors up to five new centers of chirality are generated in a three step procedure.

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Reference£º
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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Tramadol analogs and uses thereof

Compounds of formula I are effective in treating disorders modulated by opiate receptor activity and/or monoamine activity. 1 In formula I, R1 is selected from alkyl, aryl, alkylaryl, substituted alkyl, substituted aryl, and substituted alkylaryl; R2 is selected from hydrogen, hydroxy, cyano, haloalkyl, glycosyl, SO2R5, and OR5; R3 and R4 are independently selected from hydrogen and lower alkyl, or R3 and R4 taken together with nitrogen form a five- or six-membered heterocyclic or substituted heterocyclic ring; and R5 is selected from alkyl, aryl, alkylaryl, substituted alkyl, substituted aryl, and substituted alkylaryl.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Synthetic Route of 74808-09-6, An article , which mentions 74808-09-6, molecular formula is C36H36Cl3NO6. The compound – (2R,3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate played an important role in people’s production and life.

PREPARATION, ISOLATION AND CHARACTERIZATION OF POSITIONAL ISOMERS OF TRIGLUCOPYRANOSYLCYCLOMALTOHEPTAOSE

The positional isomers of triglucopyranosyl-cyclomaltoheptaose (beta-cyclodextrin, betaCD) were chemically synthesized by glucosylation of tris(2,3-di-O-acetyl)-tetrakis(2,3,6-tri-O-acetyl)-betaCDs with 2,3,4,6-tetra-O-benzyl-1-O-trichloroacetoimidoyl-alpha-D-glucopyranose in the presence of trifluoromethanesulfonic acid in dichloromethane, followed by debenzylation and deacetylation.The desired 61,6x,6y-tri-O-(alpha-D-glucopyranosyl)-betaCDs were isolated from each reaction mixture containing their configurational isomers by HPLC and characterized by 13C NMR spectroscopy.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics