2-Methoxycarbonylphenyl beta-D-glucopyranoside

Base Information

• Chemical Name: 2-Methoxycarbonylphenyl beta-D-glucopyranoside
• CAS No.: 10019-60-0
• Molecular Formula: C14H18 O8
• Molecular Weight: 314.292
• DSSTox Substance ID: DTXSID70428813
• Nikkaji Number: J870.439B
• Wikidata: Q82241648
• Mol file: 10019-60-0.mol

Synonyms:10019-60-0;2-Methoxycarbonylphenyl b-D-glucopyranoside;2-Methoxycarbonylphenyl beta-D-glucopyranoside;ZINC05234420;methyl 2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate;DTXSID70428813;CHEBI:168882;ONKIQNFPVXNOBV-YGEZULPYSA-N;methylsalicylate-2-O-beta-D-glucoside;methylsalicylate O-beta-D-glucopyranoside;2-(Methoxycarbonyl)phenyl beta-D-glucopyranoside;W-200618

Chemical Property of 2-Methoxycarbonylphenyl beta-D-glucopyranoside

Chemical Property:

• PSA: 125.68000
• LogP: -1.34810
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 314.10016753
• Heavy Atom Count: 22
• Complexity: 376

Purity/Quality:

99%, ^*data from raw suppliers

2-Methoxycarbonylphenyl b-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1OC2C(C(C(C(O2)CO)O)O)O
• Isomeric SMILES: COC(=O)C1=CC=CC=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

Technology Process of 2-Methoxycarbonylphenyl beta-D-glucopyranoside

There total 16 articles about 2-Methoxycarbonylphenyl beta-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2-methoxycarbonylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (7791-66-4) → o-methoxycarbonylphenyl β-D-glucopyranoside (10019-60-0)

Guidance literature:

2-methoxycarbonylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside; With methanol; In dichloromethane; for 0.333333h;

With sodium methylate; In dichloromethane;

Reference yield: 15.0%

D-Glucose (2280-44-6) + methyl salicylate (119-36-8,8024-54-2) → o-methoxycarbonylphenyl β-D-glucopyranoside (10019-60-0)

Guidance literature:

D-Glucose; methyl salicylate; With triethylamine; In water; at 20 ℃; for 0.166667h;

With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; In water; at -10 ℃; for 1h;

DOI:10.1039/d0ob01727b

Reference yield:

pruyanaside A → virgaureoside A + D-(-)-salicin (138-52-3) + o-methoxycarbonylphenyl β-D-glucopyranoside (10019-60-0)

Guidance literature:

With sodium methylate; In methanol; for 1h; Ambient temperature;

DOI:10.1016/S0031-9422(00)97773-2

upstream raw materials:

diazomethane

2-hydroxy-3-O-β-D-glucopyranosylbenzoic acid

2-methoxycarbonylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

methyl salicylate

Downstream raw materials:

2-methoxycarbonylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

2-(O²,O³,O⁴-triacetyl-O⁶-trityl-β-D-glucopyranosyloxy)-benzoic acid methyl ester

2-hydroxy-3-O-β-D-glucopyranosylbenzoic acid

C₁₈H₂₂O₁₀

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