81058-26-6

Usage

Uses

Used in Crop Protection:
β-D-Glucopyranose, pentakis(2,2-dimethylpropanoate) is used as an intermediate in the synthesis of DIMBOA-4-O-β-D-glucuronide, a metabolite of DIMBOA. DIMBOA acts as an antifungal and antialgal agent in crops, providing protection against various pathogens and enhancing crop yield and quality. The benzoxazinone group within the structure of DIMBOA-4-O-β-D-glucuronide is responsible for its bioactivity, making β-D-Glucopyranose, pentakis(2,2-dimethylpropanoate) a crucial component in the development of effective crop protection agents.

Upstream product

• 2280-44-6 D-Glucose 
• 3282-30-2 pivaloyl chloride 
• 50-99-7 D-glucose 
• 143552-72-1 1,3,6-Tri-O-pivaloyl-β-D-glucopyranose 
• 4195-19-1 pivaloyl imidazole 

Downstream Products

• 95898-11-6 O³-(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl)-N²-(benzyloxycarbonyl)-L-serine allyl ester 
• 81058-27-7 2,3,4,6-tetra-O-pivaloyl-α-D-glucopyranosyl bromide 
• 1384270-03-4 p-tolyl-2,3,4,6-tetra-O-pivaloyl-1-mercaptoglucose 
• 81058-29-9 1,2-O-(1-Benzyloxyneopentyliden)-3,4,6-tri-O-pivaloyl-α-D-glucopyranose 
• 81058-28-8 benzyl 2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranoside 
• 152339-89-4 epi-rhododendrin pentapivalate 
• 152339-90-7 rhododendrin pentapivalate 
• 497-78-9 (2S)-4-(4-hydroxyphenyl)but-2-yl-β-D-glucopyranoside 
• 65982-27-6 (1R)-3-(4-hydroxyphenyl)-1-methylpropyl β-D-glucopyranoside 

Relevant academic research and scientific papers

Nurotoxic sterol glycosides

The invention relates to compositions for use in animal models of neurodegenerative disease and methods therefor. More particularly, the invention relates to the use of neurotoxic sterol glycosides or neurotoxic glycolipids, or combinations thereof, in animal models of neurodegenerative disease. Neurotoxicity-modulating chromenols can also be used in these animal models in combination with the neurotoxic sterol glycosides or neurotoxic glycolipids, or combinations thereof.

NEUROTOXIC STEROL GLYCOSIDES

The invention relates to compositions for use in animal models of neurodegenerative disease and methods therefor. More particularly, the invention relates to the use of neurotoxic sterol glycosides or neurotoxic glycolipids, or combinations thereof, in animal models of neurodegenerative disease. Neurotoxicity-modulating chromenols can also be used in these animal models in combination with the neurotoxic sterol glycosides or neurotoxic glycolipids, or combinations thereof.

1,2-Trans-selective synthesis of glycosyl boranophosphates and their utility as building blocks for the synthesis of phosphodiester-linked disaccharides

Figure Presented A highly 1,2-trans-selective synthesis of glycosyl boranophosphate derivatives by glycosylation of dimethyl boranophosphate with glycosyl iodides was developed. A study on the reaction mechanism indicated that the stereoselectivity of the

Efficient stereoselective glycosylations of alcohols by sugar perpivalates: The first use of 1-O-pivaloylated glycosyl donors

1-O-Pivaloyl glycosides were shown to be efficient glycosyl donors by using the perpivaloylated derivatives of lactose, galactose and glucose in the direct ZnCl2-promoted glycosylations of various alcohols. The corresponding glycosides were isolated in good yields and β-selectivity. Georg Thieme Verlag Stuttgart - New York.

High-Yield Syntheses of Tetra-O-benzyl-α-D-glucopyranosyl bromide and Tetra-O-pivaloyl-α-D-glucopyranosyl bromide and their Advantage in the Koenigs-Knorr Reaction

Several improved approaches for the preparation of tetra-O-benzyl-α- D-glucopyranosyl bromide and tetra-O-pivaloyl-α-D-glucopyranosyl bromide are discussed. The importance of these compounds, which are useful glycosyl donors, was demonstrated by successful preparation of cholesteryl glucopyranosides in an almost neutral medium without the formation of orthoesters. In addition, accurate 1H and 13C NMR resonance assignments of the synthesized cholesteryl glycosides were performed by 2D NMR spectroscopy. Springer-Verlag 2006.

Sulfinyl hexose derivatives useful for glycosylation

Hexose derivatives are described which facilitate control over the stereochemistry of the glycosyl bond formed in the course of a solid phase glycosylation reaction. Methods for their use are also described.

Use of N-pivaloyl imidazole as protective reagent for sugars

N-Pivaloyl imidazole was prepared and used as a selective protective reagent of different monosaccharides (D-glucose, D-mannose, D-galactose, 2- acetamido-2-deoxy-D-glucose and 2-acetamido-2-deoxy-β-D-glucopyranosyl azide) and lactose. A variety of pivalates were obtained with moderate or good regioselectivity.

Synthesis and utilization of saccharide intermediates

A new method has been developed for preparation of partially pivaloylated saccharides in one step from readily available starting materials. These intermediates were used in the synthesis of disaccharides and a glucosteroid. A new method has been developed for preparation of partially pivaloylated saccharides in one step from readily available starting materials. These intermediates were used in the synthesis of disaccharides and a glucosteroid.

Synthesis of rhododendrin and epi-rhododendrin,

The first synthesis of rhododendrin 1 and epi-rhododendrin 2 was achieved by starting from ethyl (S)-3-hydroxybutanoate 4, p-bromoanisole and D-glucose.Rhododendrin 1 is known as the hepatoprotective constituent of Taxus baccata L. Keywords: betuligenol / betuloside / epi-rhododendrin / rhododendrin / rhododendrol

Syntheses of partially pivaloylated D-glucopyranoses: New substrates for the esterase from rabbit serum

The selective pivaloylation (pivaloyl chloride-pyridine) of D-glucopyranose proceeds by two pathways after initial 6-pivaloylation, namely, successive esterification of (a) positions 1, 3, 4, and 2 (major pathway) and (b) positions 2, 1, 4, and 3 (minor pathway). Numerous di- (3 and 4), tri- (5-9), and tetra-pivalates (10-12) have been prepared and characterised. On treatment of the 2,6-dipivalate (4) with rabbit serum or partially purified esterase II, PivO-6 was hydrolysed selectively, whereas the 1,6-dipivalate (3) underwent partial 1 → 2 acyl migration to give 4 and enzymic de-esterification of 3 and 4 occurred simultaneously. The selective pivaloylation (pivaloyl chloride-pyridine) of D-glucopyranose proceeds by two pathways after initial 6-pivaloylation, namely, successive esterification of (a) positions 1, 3, 4, and 2 (major pathway) and (b) positions 2, 1, 4, and 3 (minor pathway). Numerous di- (3 and 4), tri- (5-9), and tetra-pivalates (10-12) have been prepared and characterised. On treatment of the 2,6-dipivalate (4) with rabbit serum or partially purified esterase II, PivO-6 was hydrolysed selectively, whereas the 1,6-dipivalate (3) underwent partial 1→2 acyl migration to give 4 and enzymic de-esterification of 3 and 4 occurred simultaneously.