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4-Methoxyphenyl 3-O-benzyl-beta-D-glucopyranoside is a chemical compound with the molecular formula C21H24O8. It is a glycoside, characterized by a sugar molecule attached to a non-sugar moiety. 4-METHOXYPHENYL 3-O-BENZYL-BETA-D-GLUCOPYRANOSIDE is recognized for its potential biological activities, including antioxidant, anti-inflammatory, and antimicrobial properties. Its diverse applications in organic and medicinal chemistry, as well as its potential in pharmaceutical drug development and natural product synthesis, make it a valuable molecule for further research and utilization across various scientific and industrial fields.

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  • (2R,3R,4S,5R,6S)-4-(benzyloxy)-2-(hydroxymethyl)-6-(4-methoxyphenoxy)oxane-3,5-diol

    Cas No: 303127-80-2

  • USD $ 1.9-2.9 / Gram

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  • 303127-80-2 Structure
  • Basic information

    1. Product Name: 4-METHOXYPHENYL 3-O-BENZYL-BETA-D-GLUCOPYRANOSIDE
    2. Synonyms: 4-METHOXYPHENYL 3-O-BENZYL-BETA-D-GLUCOPYRANOSIDE;4-Methoxyphenyl 3-O-Benzyl-β-D-glucopyranoside;4-Methoxyphenyl 3-O-Benzyl-β(2R,3R,4S,5R,6S)-4-(Benzyloxy)-2-(hydroxymethyl)-6-(4-methoxyphenoxy)tetrahydro-2H-pyran-3,5-diol
    3. CAS NO:303127-80-2
    4. Molecular Formula: C20H24O7
    5. Molecular Weight: 376.4
    6. EINECS: N/A
    7. Product Categories: Biochemistry;Glucose;Glycosides;Sugars
    8. Mol File: 303127-80-2.mol
  • Chemical Properties

    1. Melting Point: 141.0 to 146.0 °C
    2. Boiling Point: 599.163°C at 760 mmHg
    3. Flash Point: 316.163°C
    4. Appearance: /
    5. Density: 1.337g/cm3
    6. Vapor Pressure: 0mmHg at 25°C
    7. Refractive Index: 1.613
    8. Storage Temp.: Freezer
    9. Solubility: N/A
    10. PKA: 12.61±0.70(Predicted)
    11. CAS DataBase Reference: 4-METHOXYPHENYL 3-O-BENZYL-BETA-D-GLUCOPYRANOSIDE(CAS DataBase Reference)
    12. NIST Chemistry Reference: 4-METHOXYPHENYL 3-O-BENZYL-BETA-D-GLUCOPYRANOSIDE(303127-80-2)
    13. EPA Substance Registry System: 4-METHOXYPHENYL 3-O-BENZYL-BETA-D-GLUCOPYRANOSIDE(303127-80-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 303127-80-2(Hazardous Substances Data)

303127-80-2 Usage

Uses

Used in Organic Chemistry:
4-Methoxyphenyl 3-O-benzyl-beta-D-glucopyranoside is used as a key intermediate in organic synthesis for the preparation of various complex organic molecules. Its unique structure allows for versatile chemical reactions, making it a valuable building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 4-Methoxyphenyl 3-O-benzyl-beta-D-glucopyranoside is used as a lead compound for the development of new pharmaceutical drugs. Its biological activities, such as antioxidant, anti-inflammatory, and antimicrobial properties, make it a promising candidate for the treatment of various diseases and conditions.
Used in Pharmaceutical Drug Development:
4-Methoxyphenyl 3-O-benzyl-beta-D-glucopyranoside is employed as a potential therapeutic agent in the development of pharmaceutical drugs. Its diverse biological activities and unique chemical structure offer opportunities for the design and synthesis of novel drugs with improved efficacy and safety profiles.
Used in Natural Product Synthesis:
4-METHOXYPHENYL 3-O-BENZYL-BETA-D-GLUCOPYRANOSIDE is also used in the synthesis of natural products, which are known for their diverse biological activities and potential health benefits. 4-Methoxyphenyl 3-O-benzyl-beta-D-glucopyranoside serves as a valuable precursor for the preparation of natural product analogs and derivatives, contributing to the discovery of new bioactive compounds with potential applications in healthcare and wellness.
Used in Antioxidant Applications:
4-Methoxyphenyl 3-O-benzyl-beta-D-glucopyranoside is utilized as an antioxidant agent, protecting cells from oxidative stress and damage caused by reactive oxygen species. Its antioxidant properties make it a valuable component in the development of nutraceuticals, dietary supplements, and cosmetic products aimed at promoting overall health and well-being.
Used in Anti-Inflammatory Applications:
In the realm of anti-inflammatory applications, 4-Methoxyphenyl 3-O-benzyl-beta-D-glucopyranoside is employed for its potential to modulate inflammatory responses and alleviate symptoms associated with inflammation. This makes it a promising candidate for the development of therapeutic agents targeting various inflammatory diseases, such as arthritis, asthma, and inflammatory bowel diseases.
Used in Antimicrobial Applications:
4-Methoxyphenyl 3-O-benzyl-beta-D-glucopyranoside is used as an antimicrobial agent, exhibiting activity against a range of microorganisms, including bacteria, fungi, and viruses. Its antimicrobial properties make it a valuable component in the development of antimicrobial drugs, disinfectants, and sanitizers, contributing to the prevention and treatment of infectious diseases.

Check Digit Verification of cas no

The CAS Registry Mumber 303127-80-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,0,3,1,2 and 7 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 303127-80:
(8*3)+(7*0)+(6*3)+(5*1)+(4*2)+(3*7)+(2*8)+(1*0)=92
92 % 10 = 2
So 303127-80-2 is a valid CAS Registry Number.
InChI:InChI=1/C20H24O7/c1-24-14-7-9-15(10-8-14)26-20-18(23)19(17(22)16(11-21)27-20)25-12-13-5-3-2-4-6-13/h2-10,16-23H,11-12H2,1H3/t16-,17-,18-,19+,20-/m1/s1

303127-80-2 Well-known Company Product Price

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  • TCI America

  • (M1641)  4-Methoxyphenyl 3-O-Benzyl-β-D-glucopyranoside  >98.0%(HPLC)

  • 303127-80-2

  • 1g

  • 1,650.00CNY

  • Detail

303127-80-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(4-methoxyphenoxy)-4-phenylmethoxyoxane-3,5-diol

1.2 Other means of identification

Product number -
Other names M1641

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:303127-80-2 SDS

303127-80-2Downstream Products

303127-80-2Relevant articles and documents

Toward the modular synthesis of glycosaminoglycans: Synthesis of hyaluronic acid disaccharide building blocks using a periodic acid oxidation

Palmacci, Emma R.,Seeberger, Peter H.

, p. 7755 - 7766 (2007/10/03)

The synthesis of two differentially protected GluNAc-β(1→4)-GluA and GluA-β(1→3)-GluNAc disaccharide modules for the solid-phase assembly of hyaluronic acid are described. A periodic acid/chromium trioxide oxidation was the key transformation to facilitate access to the glucuronic acid moiety from glucose and should find wide application in the oxidation of primary alcohols.

Chemical synthesis of β-D-GlcpA(2SO4)-(1→3)-D-GalpNAc(6SO4), the disaccharide repeating unit of shark cartilage chondroitin sulfate D, and of its methyl β-D-glycoside derivative

Karst, Nathalie,Jacquinet, Jean-Claude

, p. 2709 - 2717 (2007/10/03)

The syntheses of sodium O-(disodium 2-O-sulfonato-β-D-glucopyranosyluronate)-(1→3)-2-acetamido-2-deoxy-6- O-sulfonato-D-galactopyranose 1, which represents a structural element of shark cartilage chondroitin sulfate D, and of its methyl β-D-glycoside derivative 2 are reported for the first time. The glucuronyl donor 10 is prepared in a straightforward manner from D-glucose, whereas the glycosyl acceptors 20 and 21 are obtained from known 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-1-O-trichloroacetimidoyl- α-D-glucopyranose through glycosylation with benzyl alcohol and methanol, respectively, and subsequent transformation into D-galacto synthons by selective inversion of configuration at C-4. Unexpected pyranose → furanose ring contraction as well as 3,6-anhydro-derivative formation in the D-galacto series are also reported. Stereocontrolled coupling of the imidate 10 with the alcohols 20 and 21 afforded the corresponding β-linked disaccharide derivatives 24 and 25, respectively, which are submitted to radical reduction of the N-trichloroacetyl groups, O-desilylation, saponification, O-sulfonation, and catalytic hydrogenation to provide the target molecules 1 and 2, respectively, in high yields. The Royal Society of Chemistry 2000.

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