Gaultherin

Base Information

• Chemical Name: Gaultherin
• CAS No.: 490-67-5
• Deprecated CAS: 16776-77-5
• Molecular Formula: C19H26O12
• Molecular Weight: 446.408
• UNII: 39519L80TD
• DSSTox Substance ID: DTXSID20878440
• Nikkaji Number: J781.167E
• Wikidata: Q27256859
• Mol file: 490-67-5.mol

Synonyms:2-((6-O-beta-D-Xylopyranosyl-beta-D-glucopyranosyl)oxy) benzoic acid methyl ester;gaultherin

Chemical Property of Gaultherin

Chemical Property:

• Vapor Pressure: 4.26E-21mmHg at 25°C
• Melting Point: 249.2 °C
• Refractive Index: 1.633
• Boiling Point: 709 °C at 760 mmHg
• PKA: 12.74±0.70(Predicted)
• Flash Point: 249.2oC
• PSA: 184.60000
• Density: 1.58 g/cm³
• LogP: -2.88480
• XLogP3: -2.5
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 7
• Exact Mass: 446.14242626
• Heavy Atom Count: 31
• Complexity: 590

Purity/Quality:

98%Min ^*data from raw suppliers

Gaultherin 98% ^*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)COC3C(C(C(CO3)O)O)O)O)O)O
• Isomeric SMILES: COC(=O)C1=CC=CC=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H](CO3)O)O)O)O)O)O

Technology Process of Gaultherin

There total 8 articles about Gaultherin 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: 45.0%

C29H36O17 → gaultherin (490-67-5)

Guidance literature:

With methanol; sodium methylate; at 20 ℃; for 3h;

DOI:10.1080/10286020.2011.596830

Reference yield:

2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide (572-09-8,3068-32-4,4026-32-8,6919-96-6,13242-53-0,14227-54-4,14795-18-7,19186-59-5,19285-38-2,21698-13-5,29907-26-4,53369-42-9,60619-58-1,61303-35-3,67337-79-5,69127-37-3,70749-15-4,72002-90-5,75247-30-2,75880-74-9,78418-57-2,102339-89-9,102339-90-2,103530-40-1,114028-03-4,114718-45-5,138514-70-2,138514-71-3) → gaultherin (490-67-5)

Guidance literature:

Multi-step reaction with 7 steps

1: tetrabutylammomium bromide; sodium hydroxide / dichloromethane / 4 h / 40 °C

2: methanol; sodium methylate / 3 h / 20 °C

3: zinc(II) chloride / 12 h / 20 °C

4: pyridine / 10 h / 20 °C

5: acetic acid / 3 h / 80 °C

6: boron trifluoride diethyl etherate / dichloromethane / 20 h / 20 °C / Inert atmosphere; Molecular sieve

7: methanol; sodium methylate / 3 h / 20 °C

With pyridine; methanol; boron trifluoride diethyl etherate; tetrabutylammomium bromide; sodium methylate; acetic acid; sodium hydroxide; zinc(II) chloride; In dichloromethane;

DOI:10.1080/10286020.2011.596830

Reference yield:

C21H22O8 → gaultherin (490-67-5)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 10 h / 20 °C

2: acetic acid / 3 h / 80 °C

3: boron trifluoride diethyl etherate / dichloromethane / 20 h / 20 °C / Inert atmosphere; Molecular sieve

4: methanol; sodium methylate / 3 h / 20 °C

With pyridine; methanol; boron trifluoride diethyl etherate; sodium methylate; acetic acid; In dichloromethane;

DOI:10.1080/10286020.2011.596830

upstream raw materials:

2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide

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

o-methoxycarbonylphenyl β-D-glucopyranoside

methyl salicylate

Refernces