10019-60-0

Basic information

• Product Name: (2'-METHOXYCARBONYL) PHENYL-BETA-D-GLUCOPYRANOSIDE
• Synonyms: (2'-METHOXYCARBONYL) PHENYL-BETA-D-GLUCOPYRANOSIDE;2-Methoxycarbonylphenylb-D-glucopyranoside;(2''-METHOXYCARBONYL) PHENYL-SS-D-GLUCOPYRANOSIDE;Benzoic acid, 2-(b-D-glucopyranosyloxy)-, Methyl ester
• CAS NO: 10019-60-0
• Molecular Formula: C₁₄H₁₈O₈
• Molecular Weight: 314.28792
• Mol File: 10019-60-0.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2'-METHOXYCARBONYL) PHENYL-BETA-D-GLUCOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (2'-METHOXYCARBONYL) PHENYL-BETA-D-GLUCOPYRANOSIDE(10019-60-0)
• EPA Substance Registry System: (2'-METHOXYCARBONYL) PHENYL-BETA-D-GLUCOPYRANOSIDE(10019-60-0)

Safety Data

• Hazardous Substances Data: 10019-60-0(Hazardous Substances Data)

Usage

Description

(2'-METHOXYCARBONYL) PHENYL-BETA-D-GLUCOPYRANOSIDE is a chemical compound derived from phenyl-beta-D-glucopyranoside, a carbohydrate. It features a methoxycarbonyl functional group at the 2' position of the glucose ring, which can confer unique chemical and biological characteristics to the molecule. (2'-METHOXYCARBONYL) PHENYL-BETA-D-GLUCOPYRANOSIDE may hold potential for applications in organic synthesis, pharmaceuticals, and as a probe in biochemical or biophysical research, although further investigation is required to explore its full capabilities.

Uses

Used in Organic Synthesis:
(2'-METHOXYCARBONYL) PHENYL-BETA-D-GLUCOPYRANOSIDE is used as a building block in organic synthesis for the creation of complex organic molecules, leveraging its unique functional group to facilitate specific chemical reactions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (2'-METHOXYCARBONYL) PHENYL-BETA-D-GLUCOPYRANOSIDE is used as a potential active pharmaceutical ingredient or as a key intermediate in the synthesis of drug candidates, due to its distinctive chemical properties that may offer therapeutic benefits.
Used in Biochemical Research:
(2'-METHOXYCARBONYL) PHENYL-BETA-D-GLUCOPYRANOSIDE serves as a probe in biochemical studies to investigate the interactions of carbohydrates with proteins and other biomolecules, providing insights into carbohydrate recognition and binding mechanisms.
Used in Biophysical Studies:
(2'-METHOXYCARBONYL) PHENYL-BETA-D-GLUCOPYRANOSIDE is utilized in biophysical research to explore the structural and dynamic properties of carbohydrate-containing systems, potentially contributing to the understanding of carbohydrate-related biological processes and functions.

Upstream product

• 2280-44-6 D-Glucose 
• 119-36-8 methyl salicylate 
• 15373-16-7 2,3,6-Tri-O-acetyl-α-D-glucopyranosylbromid 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 572-09-8 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide 
• 7791-66-4 2-methoxycarbonylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 186581-53-3 diazomethane 
• 10366-91-3 2-hydroxy-3-O-β-D-glucopyranosylbenzoic acid 

Downstream Products

• 1338564-86-5 C₁₈H₂₂O₁₀ 
• 490-67-5 gaultherin 
• 1350982-79-4 2-β-D-glucopyranosyl benzohydrazide 
• 10366-91-3 2-hydroxy-3-O-β-D-glucopyranosylbenzoic acid 
• 7791-62-0 2-(O²,O³,O⁴-triacetyl-O⁶-trityl-β-D-glucopyranosyloxy)-benzoic acid methyl ester 
• 7791-66-4 2-methoxycarbonylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 

Relevant articles and documents

GLYCOSYLATION OF PHENOLIC COMPOUNDS BY ROOT CULTURE OF PANAX GINSENG

A root culture of Panax ginseng was able to convert 3,5-dimethoxyphenol (taxicatigenin) into its glucoside (taxicatin), primeveroside and gentiobioside, methyl salicylate into its glucoside and gentiobioside, p-hydroxyacetophenone into its glucoside (picein), and coniferyl alcohol into dihydroconiferin propan-1-ol>.The conversion ratio and the excretion ratio of the conversion products from methyl salicylate were higher than those from the more polar p-hydroxyacetophenone, 3,5-dimethoxyphenol and coniferyl alcohol.Among the conversion products, in particular, the excretion ratio (ER) of a glucoside into the medium decreased in proportion to the quotient of substrate's Mr divided by its RRt on reversed phase HPLC (-ERMr/RRt).Key Word Index - Panax ginseng; Araliaceae; ginseng; root culture; biotransformation; glycosylation; glucoside; primeveroside; gentiobioside; 3,5-dimethoxyphenol; methyl salicylate; p-hydroxyacetophenone.

PHENOLIC GLUCOSIDES FROM THE HEARTWOOD OF PRUNUS GRAYANA

Two new phenolic glucosides, pruyanaside A and pruyanaside B, have been isolated from the heartwood of Prunus grayana.Their structures have been shown by the spectral evidence to be 2'-β-D-glucopyranosyloxybenzyl 2-(6-O-benzoyl-β-D-glucopyranosyloxy)benzoate and 2'-(6-O-benzoyl-β-D-glucopyranosyloxy)benzyl 2-β-D-glucopyranosyloxy-6-hydroxdybenzoate. Key Word Index- Prunus grayana; Rosaceace; phenolic glucosides; salicin; populine; pruyanaside A; pruyanaside B; dehydrodicatechin A.

Scope of the DMC mediated glycosylation of unprotected sugars with phenols in aqueous solution

Activation of reducing sugars in aqueous solution using 2-chloro-1,3-dimethylimidazolinium chloride (DMC) and triethylamine in the presence of para-nitrophenol allows direct stereoselective conversion to the corresponding 1,2-Trans para-nitrophenyl glycosides without the need for any protecting groups. The reaction is applicable to sulfated and phosphorylated sugars, but not to ketoses or uronic acids or their derivatives. When applied to other phenols the product yield was found to depend on the pKa of the added phenol, and the process was less widely applicable to 2-Acetamido sugars. For 2-Acetamido substrates an alternative procedure in which the glycosyl oxazoline was pre-formed, the reaction mixture freeze-dried, and the crude product then reacted with an added phenol in a polar aprotic solvent system with microwave irradiation proved to be a useful simplification.

Molecular design and synthesis of novel salicyl glycoconjugates as elicitors against plant diseases

A new series of salicyl glycoconjugates containing hydrazide and hydrazone moieties were designed and synthesized. The bioassay indicated that the novel compounds had no in vitro fungicidal activity but showed significant in vivo antifungal activity against the tested fungal pathogens. Some compounds even had superior activity than the commercial fungicides in greenhouse trial. The results of RT-PCR analysis showed that the designed salicyl glycoconjugates could induce the expression of LOX1 and Cs-AOS2, which are the specific marker genes of jasmonate signaling pathway, to trigger the plant defense resistance.

Synthesis and anti-nociceptive and anti-inflammatory effects of gaultherin and its analogs

The synthesis of gaultherin (1) and its analogs was carried out to provide 11 glycosides under phase-transfer catalytic conditions. The activities of all synthesized compounds were evaluated by nitric oxide production inhibitory assay in vitro. Methyl 2-O-(4-O-β- d-galactopyranosyl)- β- d-glucopyranosylbenzoate (5f) showed significantly anti-nociceptive and anti-inflammatory effects by the evaluation in vivo. Structure-activity relationships within these compounds were discussed.