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

General Description

(2'-Methoxycarbonyl) phenyl-beta-D-glucopyranoside is a chemical compound that is a derivative of phenyl-beta-D-glucopyranoside, a type of carbohydrate. The compound contains a methoxycarbonyl functional group at the 2' position of the glucose ring, which can impart specific chemical and biological properties to the molecule. (2'-METHOXYCARBONYL) PHENYL-BETA-D-GLUCOPYRANOSIDE may have potential applications in the field of organic synthesis, pharmaceuticals, or as a probe in biochemical or biophysical studies. Further research is needed to fully understand the properties and potential uses of (2'-methoxycarbonyl) phenyl-beta-D-glucopyranoside.

Upstream product

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

Downstream Products

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

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.