6''-O-Acetylastragalin

Base Information

• Chemical Name: 6''-O-Acetylastragalin
• CAS No.: 118169-27-0
• Molecular Formula: C23H22O12
• Molecular Weight: 490.42
• Mol file: 118169-27-0.mol

Synonyms:6''-O-Acetylastragalin

Chemical Property of 6''-O-Acetylastragalin

Chemical Property:

• Melting Point: 186-189 °C(Solv: methanol (67-56-1))
• Boiling Point: 803.5±65.0 °C(Predicted)
• PKA: 6.20±0.40(Predicted)
• PSA: 196.35000
• Density: 1.70±0.1 g/cm3(Predicted)
• LogP: 0.32630

Purity/Quality:

98% ^*data from raw suppliers

6''-O-Acetylastragalin ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6''-O-Acetylastragalin

There total 14 articles about 6''-O-Acetylastragalin 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%

C51H46O12 (950682-33-4) → kaempferol 3-O-(6″-O-acetyl)-β-D-glucopyranoside (118169-27-0)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; ethyl acetate;

DOI:10.1016/j.tetlet.2007.06.134

Reference yield:

C63H66O12Si → kaempferol 3-O-(6″-O-acetyl)-β-D-glucopyranoside (118169-27-0)

Guidance literature:

Multi-step reaction with 4 steps

1: DDQ; H₂O / CH₂Cl₂

2: pyridine

3: 99 percent / TBAF / tetrahydrofuran

4: 99 percent / H₂ / Pd(OH)2/C / ethyl acetate; methanol

With pyridine; tetrabutyl ammonium fluoride; water; hydrogen; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;

DOI:10.1016/j.tetlet.2007.06.134

Reference yield:

C21H28O8 → kaempferol 3-O-(6″-O-acetyl)-β-D-glucopyranoside (118169-27-0)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 99 percent / TPAP; NMO; MS 4A / CH₂Cl₂

2.1: H₂O; Dowex 50W-X₈ / methanol / 50 °C

3.1: Et₃N / CH₂Cl₂

4.1: 100 percent / H₂ / Pd(OH)2/C / ethyl acetate; methanol

5.1: TMSOTf; MS 4A / acetonitrile / -40 °C

5.2: 66 percent / Et₃N / CH₂Cl₂

6.1: 68 percent / EDCI; DMAP; TsOH*H₂O / CH₂Cl₂ / 20 °C

7.1: K₂CO₃; pyridine / 120 °C

7.2: Et₃N / CH₂Cl₂

8.1: DDQ; H₂O / CH₂Cl₂

9.1: pyridine

10.1: 99 percent / TBAF / tetrahydrofuran

11.1: 99 percent / H₂ / Pd(OH)2/C / ethyl acetate; methanol

With pyridine; dmap; N-methyl-2-indolinone; tetrapropylammonium perruthennate; trimethylsilyl trifluoromethanesulfonate; Dowex 50W-X₈; tetrabutyl ammonium fluoride; water; hydrogen; potassium carbonate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; acetonitrile;

DOI:10.1016/j.tetlet.2007.06.134

upstream raw materials:

C₅₁H₄₆O₁₂

C₅₇H₆₀O₁₂Si

C₂₇H₄₂O₅Si₂

C₂₀H₃₆O₅Si₂

Refernces

• 1、 Horowitz, R. M.,Asen, S.. "DECARBOXYLATION AND EXCHANGE REACTIONS IN FLAVONOID GLYCOSIDE MALONATES". . p. 2531 - 2532. Retrieved 2007/10/02.