4-demethoxydoxorubicinone

Base Information

• Chemical Name: 4-demethoxydoxorubicinone
• CAS No.: 86333-80-4
• Molecular Formula: C₂₀H₁₆O₈
• Molecular Weight: 384.342
• Mol file: 86333-80-4.mol

Synonyms:5,12-Naphthacenedione,7,8,9,10-tetrahydro-6,7,9,11-tetrahydroxy-9-(hydroxyacetyl)-, (7S-cis)-;(+)-4-Demethoxyadriamycinone; 4-Demethoxyadriamycinone

Chemical Property of 4-demethoxydoxorubicinone

Chemical Property:

• Vapor Pressure: 3.34E-19mmHg at 25°C
• Boiling Point: 676.1°C at 760 mmHg
• Flash Point: 376.7°C
• Density: 1.716g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 4-demethoxydoxorubicinone

There total 4 articles about 4-demethoxydoxorubicinone 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: 50.0%

Acetic acid (2S,4R)-2-(2-acetoxy-acetyl)-4-tert-butoxy-2,12-dihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-5-yl ester → 4-demethoxyadriamycinone (65818-86-2,81979-74-0,86333-80-4)

Guidance literature:

With hydrogenchloride; In isopropyl alcohol; for 2h; Heating;

DOI:10.1016/S0040-4039(01)00428-2

Reference yield:

(+/-)-14-bromo-4-demethoxydaunomycinone (81979-75-1,94169-54-7,99570-80-6) → 4-demethoxyadriamycinone (65818-86-2,81979-74-0,86333-80-4)

Guidance literature:

With water; In dimethyl sulfoxide; at 80 ℃; for 1h;

DOI:10.1016/0008-6215(84)85290-8

Reference yield:

(+)-14-Acetoxy-4-demethoxydaunomicinone (91383-39-0) → (+)-4-demethoxyadriamycinone (86333-80-4)

Guidance literature:

With sodium carbonate; In methanol; at 60 ℃; for 0.0833333h;

DOI:10.1016/S0040-4020(01)91522-4

upstream raw materials:

(7S,9S)-9-(2-Bromo-acetyl)-6,7,9,11-tetrahydroxy-7,8,9,10-tetrahydro-naphthacene-5,12-dione

(+)-14-Acetoxy-4-demethoxydaunomicinone

(+/-)-14-bromo-4-demethoxydaunomycinone

Downstream raw materials:

Annamycin

(7R,9R)-4-demethoxy-7-O-(2,6-dideoxy-2-iodo-α-L-mannopyranosyl)adriamycinone

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