69940-02-9

Upstream product

• 89238-99-3 O-(4-methoxybenzyl)-trichloroacetimidate 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 13964-22-2 3-O-benzoyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 99605-27-3 3-O-(tert-butyldimethylsilyl)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 937184-70-8 2-(4-methoxybenzyloxy)-4-methylquinoline 
• 824-94-2 p-methoxybenzyl chloride 
• 2595-05-3 Diacetone D-glucose 
• 2847-00-9 1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose 
• 105-13-5 4-Methoxybenzyl alcohol 
• 2746-25-0 p-Methoxybenzyl bromide 
• 14686-89-6 (1,2:5,6)-di-O-isopropylidene-D-gulose 
• 1450734-54-9 4-methoxybenzyl N-phenyl-2,2,2-trifluoroacetimidate 
• 350848-02-1 2-[(4-methoxybenzyl)oxy]-3-nitropyridine 

Downstream Products

• 109536-51-8 1,2-O-isopropylidene-3-O-(4-methoxybenzyl)-α-D-glucofuranose 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 123-11-5 4-methoxy-benzaldehyde 
• 82530-05-0 (R)-1-[(3aR,5R,6S,6aR)-6-(4-Methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethanol 
• 107207-19-2 3-O-(4-methoxybenzyl)-6-deoxy-1,2-O-isopropylidene-α-D-xylo-hexofuranos-5-ulose 
• 82530-09-4 1,2-O-isopropylidene-3-O-(4-methoxybenzyl)-6-O-(p-tolylsulfonyl)-α-D-glucofuranose 
• 121682-69-7 (6S)-3,6-anhydro-1,2-O-isopropylidene-5-C-methyl-6-C-(4-methoxyphenyl)-α-D-glucofuranose 
• 121682-69-7 (6S)-3,6-anhydro-1,2-O-isopropylidene-5-C-methyl-6-C-(4-methoxyphenyl)-β-L-idofuranose 
• 1021878-07-8 C₂₀H₂₆⁽²⁾H₂O₇ 
• 1384188-43-5 3-(p-bromobenzoyl)-5-(1,2-O-isopropylidene-3-O-p-methoxybenzyl-α-D-xylofuranos-5-ulo-5-yl)imidazo[2,1-b]thiazole 
• 1384188-42-4 3-(p-chlorobenzoyl)-5-(1,2-O-isopropylidene-3-O-p-methoxybenzyl-α-D-xylofuranos-5-ulo-5-yl)imidazo[2,1-b]thiazole 
• 1384188-39-9 6-bromo-6-deoxy-1,2-O-isopropylidene-3-O-(p-methoxybenzyl)-α-D-xylo-hexofuranos-5-ulose 
• 1384188-46-8 N,N-dimethylformamidyl-5-(1,2-O-isopropylidene-3-O-(p-methoxybenzyl)-α-D-xylofuranos-5-ulo-5-yl)-1,3-thiazole 
• 1384188-49-1 3-(1,2-O-isopropylidene-3-O-p-methoxybenzyl-α-D-xylofuranos-5-ulo-5-yl)-5-(p-chlorobenzoyl)imidazo[2,1-b]thiazole 

Relevant academic research and scientific papers

P-Methoxybenzyl-N-phenyl-2,2,2-trifluoroacetimidate: A versatile reagent for mild acid catalyzed etherification

PMB-NPTFA 1a is a new month bench stable and powerful reagent for the formation of PMB ethers. Several alcohols were protected in high yields and short reaction times, using low reagent loading and small catalytic amounts of Bi(OTf)3. The mild

A practical method for p -methoxybenzylation of hydroxy groups using 2,4,6-tris(p -methoxybenzyloxy)-1,3,5-triazine (TriBOT-PM)

A new acid-catalyzed p-methoxybenzylating reagent, 2,4,6-tris(p- methoxybenzyloxy)-1,3,5-triazine (TriBOT-PM), has been developed. The reaction of acid- and alkali-labile alcohols with TriBOT-PM in the presence of a catalytic amount of various acids (TfOH, BF3·OEt2, CSA, etc.) afforded the corresponding p-methoxybenzyl ethers in good yields. Since TriBOT-PM is an air-stable crystalline solid and can be prepared from inexpensive materials, i.e. cyanuric chloride and anisyl alcohol, this route is of practical use. Georg Thieme Verlag Stuttgart, New York.

An efficient means for generating p-methoxybenzyl (PMB) ethers under mildly acidic conditions

The protection of a wide variety of alcohols as their p-methoxybenzyl ethers can be performed with PMBO-lepidine in the presence of methyl tosylate or, preferably, camphorsulfonic acid. No inorganic promoters are required, thereby facilitating workup and product isolation. Georg Thieme Verlag Stuttgart.

Zirconocene-mediated route to enantiopure 9-oxabicyclononanes functionalized on both carbon bridges

(Matrix presented) A zirconocene-mediated ring contraction of 4-vinylfuranosides generated either from D-arabinose or D-glucose is followed by sequential oxidation to the ketone and alkynyl Grignard addition. The resulting cis-cyclobutanediols are subjected in turn to thermal rearrangement and intramolecular oxymercuration-demercuration. The regiochemistry of the final ring closure is controlled by the nature of R.

Rapid carbohydrate protecting group manipulations assisted by microwave dielectric heating

The protocols for oligosaccharide synthesis are often tedious due to extended synthetic routes and reaction times. We herein describe methods assisted by microwave dielectric heating, which enable very short reaction times and high yields for the introduction and removal of eleven of the most commonly used protecting groups in carbohydrate syntheses. Several examples are reported, where solid supported reagents in combination with microwave dielectric heating have been used. This results in both faster and easier synthesis and purification.

An efficient method for the p-methoxybenzylation of hydroxy groups with 2-(4-methoxybenzyloxy)-3-nitropyridine

2-(4-Methoxybenzyloxy)-3-nitropyridine (PMBONPy), easily prepared from 2-chloro-3-nitropyridine and p-methoxybenzyl (PMB) alcohol, reacts with various types of hydroxy groups in the presence of a catalytic amount of trimethylsilyl triflate (Me3SiOTf) to give the corresponding PMB ethers in high yields under mild conditions.

Synthesis of 4′-C-ethynyl-β-D-ribo-pentofuranosyl pyrimidines

The 4′-C-ethynyl-β-D-ribo-pentofuranosylpyrimidines were prepared from D-glucose through properly protected 4′-C-formyl-D-ribo-ribofuranose as the key intermediate, and preliminary biological tests against some viruses and tumor cells showed that the comp

Stereoselective synthesis of thymine polyoxin C using an allylic trifluoroacetimidate-trifluoroacetamide rearrangement

A stereoselective synthesis of thymine polyoxin C 3 is described in which the key step is the [3,3] sigmatropic rearrangement of the trifluoroacetimidate 12 to the trifluoroacetamide 13. Exchange of the protecting groups followed by ozonolysis and further oxidation then gave the methyl ester 20 which was converted into thymine polyoxin C 3 by introduction of the pyrimidine followed by final deprotection. The Royal Society of Chemistry 1999.

Amide-Modified Oligonucleotides with Preorganized Backbone and Furanose Rings: Highly Increased Thermodynamic Stability of the Duplexes Formed with their RNA and DNA Complements

The amide backbone modification C3′-CH2-CONH-C5′ has been further modified by introducing a methyl at C5′, either in R or in S configuration. Only the S stereoisomer can adopt the required geometry to fit into a duplex with complementary RNA. A

MPM (4-METHOXYBENZYL) PROTECTION OF HYDROXY FUNCTIONS UNDER MILD ACIDIC CONDITIONS

In order to establish a mild protection method for hydroxy functions with a MPM (4-methoxybenzyl) group, various types of hydroxy compounds were treated with MPM trichloroacetimidate in the presence of an acid catalyst.A catalytic amount (0.3 mol percent)