6,8,10,11-tetrahydroxy-1-methoxy-8-(2-methyl-1,3-dioxolan-2-yl)-9,10-d ihydro-7H-tetracene-5,12-dione

Base Information

• Chemical Name: 6,8,10,11-tetrahydroxy-1-methoxy-8-(2-methyl-1,3-dioxolan-2-yl)-9,10-d ihydro-7H-tetracene-5,12-dione
• CAS No.: 75075-20-6
• Molecular Formula: C₂₃H₂₂O₉
• Molecular Weight: 442.422
• Mol file: 75075-20-6.mol

Synonyms:13-Ethyleneacetaldaunomycinone; NSC 306408

Chemical Property of 6,8,10,11-tetrahydroxy-1-methoxy-8-(2-methyl-1,3-dioxolan-2-yl)-9,10-d ihydro-7H-tetracene-5,12-dione

Chemical Property:

• Vapor Pressure: 4.19E-20mmHg at 25°C
• Boiling Point: 692°C at 760 mmHg
• Flash Point: 242.9°C
• PSA: 142.75000
• Density: 1.568g/cm³
• LogP: 1.35550

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6,8,10,11-tetrahydroxy-1-methoxy-8-(2-methyl-1,3-dioxolan-2-yl)-9,10-d ihydro-7H-tetracene-5,12-dione

There total 2 articles about 6,8,10,11-tetrahydroxy-1-methoxy-8-(2-methyl-1,3-dioxolan-2-yl)-9,10-d ihydro-7H-tetracene-5,12-dione 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: 25.0%

(+)-Daunomycinone (21794-55-8) + ethylene glycol (107-21-1) → 6,11-Dihydroxy-1-methoxy-8-(2-methyl-[1,3]dioxolan-2-yl)-naphthacene-5,12-dione (84137-66-6) + daunomycinone (75075-20-6) + (8S,10S)-6,8,11-Trihydroxy-10-(2-hydroxy-ethoxy)-1-methoxy-8-(2-methyl-[1,3]dioxolan-2-yl)-7,8,9,10-tetrahydro-naphthacene-5,12-dione (84123-06-8) + (8S,10R)-6,8,11-Trihydroxy-10-(2-hydroxy-ethoxy)-1-methoxy-8-(2-methyl-[1,3]dioxolan-2-yl)-7,8,9,10-tetrahydro-naphthacene-5,12-dione (84123-07-9)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; at 130 ℃; for 3h;

DOI:10.1135/cccc19840653

Reference yield: 7.0%

(+)-9-amino-9-deoxydaunomycinone → daunomycinone (75075-20-6)

Guidance literature:

With acetic acid; sodium nitrite; In 1,4-dioxane; water; at 0 - 5 ℃; for 5h;

DOI:10.1021/jo00229a010

upstream raw materials:

(+)-Daunomycinone

ethylene glycol

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