APOGOSSYPOL HEXAACETATE

Base Information

• Chemical Name: APOGOSSYPOL HEXAACETATE
• CAS No.: 105201-55-6
• Molecular Formula: C₄₀H₄₂O₁₂
• Molecular Weight: 714.766
• Mol file: 105201-55-6.mol

Synonyms:[2,2'-Binaphthalene]-1,1',6,6',7,7'-hexol,3,3'-dimethyl-5,5'-bis(1-methylethyl)-, hexaacetate (9CI); NSC 159451

Chemical Property of APOGOSSYPOL HEXAACETATE

Chemical Property:

• PSA: 157.80000
• LogP: 8.07540
• Storage Temp.: 2-8°C
• Solubility.: Chloroform; Dichloromethane; Ethyl Acetate

Purity/Quality:

97% ^*data from raw suppliers

3,3''-Dimethyl-5,5''-bis(1-methylethyl)-[2,2''-binaphthalene]-1,1'',6,6'',7,7''-hexolHexaacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3,3''-Dimethyl-5,5''-bis(1-methylethyl)-[2,2''-binaphthalene]-1,1'',6,6'',7,7''-hexol Hexaacetate is an intermediate in the synthesis of Apogossypolone (A727400), which is an anticancer agent that induces apoptosis in carcinoma cells. Antiproliferative.

Technology Process of APOGOSSYPOL HEXAACETATE

There total 4 articles about APOGOSSYPOL HEXAACETATE 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: 90.0%

apogossypol (784206-41-3,475-56-9) + acetic anhydride (108-24-7) → acetic acid 1,7,1',6',7'-pentaacetoxy-5,5'-diisopropyl-3,3'-dimethyl-[2,2']binaphthalenyl-6-yl ester (105201-55-6)

Guidance literature:

apogossypol; acetic anhydride; With pyridine;

at 125 ℃; for 0.166667h;

DOI:10.1002/ardp.200800185

Reference yield:

(rac)-gossypol (303-45-7) → acetic acid 1,7,1',6',7'-pentaacetoxy-5,5'-diisopropyl-3,3'-dimethyl-[2,2']binaphthalenyl-6-yl ester (105201-55-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / water

2: pyridine

With sodium hydroxide; In pyridine; water;

DOI:10.2174/1570180813666160722115855

Reference yield:

(±)-gossypol acetic acid (5453-04-3,866541-93-7,1189561-66-7) → acetic acid 1,7,1',6',7'-pentaacetoxy-5,5'-diisopropyl-3,3'-dimethyl-[2,2']binaphthalenyl-6-yl ester (105201-55-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / water / 5 h / 90 °C / Inert atmosphere

2: pyridine / 1.5 h / 80 °C

With pyridine; sodium hydroxide; In water;

upstream raw materials:

apogossypol

acetic anhydride

(rac)-gossypol

acetic acid

Downstream raw materials:

acetic acid 6,6',7'-triacetoxy-5,5'-diisopropyl-3,3'-dimethyl-1,4,1',4'-tetraoxo-1,4,1',4'-tetrahydro-[2,2']binaphthalenyl-7-yl ester