Doxorubicinol aglycone

Base Information

• Chemical Name: Doxorubicinol aglycone
• CAS No.: 210837-88-0
• Molecular Formula: C₂₁H₂₀O₉
• Molecular Weight: 416.384
• DSSTox Substance ID: DTXSID001110076
• Nikkaji Number: J468.155J

Synonyms:210837-88-0;Doxorubicinol aglycone;5,12-Naphthacenedione, 8-(1,2-dihydroxyethyl)-7,8,9,10-tetrahydro-6,8,10,11-tetrahydroxy-1-methoxy-, (8S,10S)-;Doxorubicinolone, 90%;SCHEMBL14713045;DTXSID001110076;(8S,10S)-8-(1,2-Dihydroxyethyl)-7,8,9,10-tetrahydro-6,8,10,11-tetrahydroxy-1-methoxy-5,12-naphthacenedione

Chemical Property of Doxorubicinol aglycone

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 416.11073221
• Heavy Atom Count: 30
• Complexity: 698

Purity/Quality:

≥95% ^*data from raw suppliers

(8S,10S)-8-(1,2-Dihydroxyethyl)-7,8,9,10-tetrahydro-6,8,10,11-tetrahydroxy-1-methoxy-5,12-naphthacenedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=CC2=C1C(=O)C3=C(C4=C(CC(CC4O)(C(CO)O)O)C(=C3C2=O)O)O
• Isomeric SMILES: COC1=CC=CC2=C1C(=O)C3=C(C4=C(C[C@](C[C@@H]4O)(C(CO)O)O)C(=C3C2=O)O)O
• Uses: (8S,10S)-8-(1,2-Dihydroxyethyl)-7,8,9,10-tetrahydro-6,8,10,11-tetrahydroxy-1-methoxy-5,12-naphthacenedione is a Dioxorubicinolone diastereomeric compound (D559050), a metabolite of Epicrubicin (E588650). Dioxorubicinolone is used in the dichroism studies on antiracycline antitumor compounds.

Technology Process of Doxorubicinol aglycone

There total 1 articles about Doxorubicinol aglycone 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:

doxorubicinol (1242592-26-2,111955-90-9,276880-88-7,39004-85-8) → 13-dihydroadriamycinone (210837-88-0,141975-30-6,56149-23-6)

Guidance literature:

With hydrogenchloride; at 80 ℃; for 1h;

Reference yield:

13-dihydroadriamycinone (210837-88-0,141975-30-6,56149-23-6) → C40H42O9Si

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 16 h / Ambient temperature

2: p-TsOH / dioxane / 1 h / Ambient temperature

With 1H-imidazole; toluene-4-sulfonic acid; In 1,4-dioxane; N,N-dimethyl-formamide;

Reference yield:

13-dihydroadriamycinone (210837-88-0,141975-30-6,56149-23-6) → C40H42O9Si

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 16 h / Ambient temperature

2: p-TsOH / dioxane / 1 h / Ambient temperature

With 1H-imidazole; toluene-4-sulfonic acid; In 1,4-dioxane; N,N-dimethyl-formamide;

upstream raw materials:

doxorubicinol

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