7-deoxydaunomycinone

Base Information

• Chemical Name: 7-deoxydaunomycinone
• CAS No.: 35994-56-0
• Molecular Formula: C21H18O7
• Molecular Weight: 382.36300
• Mol file: 35994-56-0.mol

Synonyms:7-Deoxydaunorubicin aglycone;7-Desoxydaunomycinone;5,12-Naphthacenedione,8-acetyl-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy;

Chemical Property of 7-deoxydaunomycinone

Chemical Property:

• Vapor Pressure: 4.21E-20mmHg at 25°C
• PSA: 121.13000
• LogP: 1.69060

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7-deoxydaunomycinone

There total 40 articles about 7-deoxydaunomycinone 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: 97.0%

DNR (20830-81-3) → 7-deoxydaunomycin (32384-98-8,35994-56-0)

Guidance literature:

With Pd-BaSO₄;

DOI:10.1016/S0040-4039(00)80566-3

Reference yield: 97.0%

(+)-Daunomycinone (21794-55-8) → 7-deoxydaunomycin (32384-98-8,35994-56-0)

Guidance literature:

With Pd-BaSO₄;

DOI:10.1016/S0040-4039(00)80566-3

Reference yield: 90.0%

(2R)-11-Acetoxy-2-acetyl-2,6-dihydroxy-7-methoxy-1,2,3,4-tetrahydronaphthacene-5,12-dione (131470-04-7) → 7-deoxydaunomycin (32384-98-8,35994-56-0)

Guidance literature:

With trifluoroacetic acid; at 50 - 55 ℃; for 7.5h;

DOI:10.1248/cpb.38.1872

upstream raw materials:

diazomethane

(+/-)-7-deoxycarminomycinone

6,9,11-trihydroxy-4-methoxy-9-(2-trimethylsilylethynyl)-7,8,9,10-tetrahydronaphthacene-5,12-dione

2-<1-(1,1-ethylenedioxy)ethyl>-1,2,3,4,6,11-hexahydro-2-hydroxy-5,7,12-trimethoxynapthacene-6,11-quinone

Downstream raw materials:

7-O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-α-L-talopyranosyl)daunomycinone

7-O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-α-L-mannopyranosyl)daunomycinone

7-O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-β-L-glucopyranosyl)daunomycinone

14-Brom-7-deoxydaunomycinon

Refernces

• 1、 Zhang, Shu-Jia,Jia, Zheng-Ping,Wang, Yan-Guang. "Design, synthesis and antitumor activities of novel 7-arylseleno-7-deoxydaunomycinone derivatives". . p. 3899 - 3904. Retrieved 2007/10/03.
• 2、 Schweitzer,Koch. "Glycosidic cleavage from anaerobic saponification of the heptaacetate of daunomycin hydroquinone". . p. 5446 - 5452. Retrieved 2007/10/02.