Methane;5-methoxy-6-methyl-2-phenylchromenylium-7-ol

Base Information

• Chemical Name: Methane;5-methoxy-6-methyl-2-phenylchromenylium-7-ol
• CAS No.: 125536-25-6
• Molecular Formula: C17H15ClO7
• Molecular Weight: 366.75
• DSSTox Substance ID: DTXSID20694561
• Mol file: 125536-25-6.mol

Synonyms:DTXSID20694561;methane;5-methoxy-6-methyl-2-phenylchromenylium-7-ol

Chemical Property of Methane;5-methoxy-6-methyl-2-phenylchromenylium-7-ol

Chemical Property:

• PSA: 116.87000
• LogP: 4.61780
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 283.133419464
• Heavy Atom Count: 21
• Complexity: 313

Purity/Quality:

98%,99%, ^*data from raw suppliers

DracorhodinPerchlorate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C.CC1=C(C2=C(C=C1O)[O+]=C(C=C2)C3=CC=CC=C3)OC
• Uses: Dracorhodin Perchlorate is an apoptotic agent, inducing apoptosis in fibroblasts from human skin hypertrophic scars. Antioxidant.

Technology Process of Methane;5-methoxy-6-methyl-2-phenylchromenylium-7-ol

There total 14 articles about Methane;5-methoxy-6-methyl-2-phenylchromenylium-7-ol 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:

2-phenyl-5-methoxy-6-methyl-7-hydroxybenzopyran hydrochloride (1447-85-4) → 7-hydroxy-5-methoxy-6-methyl-2-phenyl-1-benzopyrylium perchlorate (125536-25-6)

Guidance literature:

With perchloric acid; In methanol; for 2h;

Reference yield:

1,2,3-trimethoxybenzene (621-23-8) → 7-hydroxy-5-methoxy-6-methyl-2-phenyl-1-benzopyrylium perchlorate (125536-25-6)

Guidance literature:

Multi-step reaction with 9 steps

1.1: trichlorophosphate / 1 h / 0 °C

2.1: hydrazine hydrate / ethylene glycol / 3 h / 80 °C

2.2: 3 h / 120 °C

3.1: trichlorophosphate / 0 °C

4.1: boron tribromide / dichloromethane / -78 - 20 °C / Inert atmosphere

5.1: potassium carbonate / acetone / 60 °C / Cooling with ice

6.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 60 °C / Cooling with ice

7.1: palladium on activated charcoal; hydrogen / ethyl acetate; methanol / 12 h / 20 °C / 760.05 - 3800.26 Torr

8.1: acetic acid; hydrogenchloride / 12 h / 20 °C

9.1: perchloric acid / methanol / 2 h

With hydrogenchloride; perchloric acid; palladium on activated charcoal; hydrogen; boron tribromide; potassium carbonate; hydrazine hydrate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate; In methanol; dichloromethane; ethylene glycol; ethyl acetate; N,N-dimethyl-formamide; acetone;

Reference yield:

2,4,6-trimethoxybenzaldehyde (830-79-5) → 7-hydroxy-5-methoxy-6-methyl-2-phenyl-1-benzopyrylium perchlorate (125536-25-6)

Guidance literature:

Multi-step reaction with 8 steps

1.1: hydrazine hydrate / ethylene glycol / 3 h / 80 °C

1.2: 3 h / 120 °C

2.1: trichlorophosphate / 0 °C

3.1: boron tribromide / dichloromethane / -78 - 20 °C / Inert atmosphere

4.1: potassium carbonate / acetone / 60 °C / Cooling with ice

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 60 °C / Cooling with ice

6.1: palladium on activated charcoal; hydrogen / ethyl acetate; methanol / 12 h / 20 °C / 760.05 - 3800.26 Torr

7.1: acetic acid; hydrogenchloride / 12 h / 20 °C

8.1: perchloric acid / methanol / 2 h

With hydrogenchloride; perchloric acid; palladium on activated charcoal; hydrogen; boron tribromide; potassium carbonate; hydrazine hydrate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate; In methanol; dichloromethane; ethylene glycol; ethyl acetate; N,N-dimethyl-formamide; acetone;

upstream raw materials:

1,2,3-trimethoxybenzene

2,4,6-trimethoxybenzaldehyde

2,4,6-trimethoxytoluene

2,4,6-trimethoxy-3-methylbenzaldehyde

Refernces

• 1、 -. "Preparation methods of dracorhodin and salt and intermediates thereof and intermediate compounds". . . Retrieved 2017/01/19.