(8R)-7,8,9,10-Tetrahydro-6,8,11-trihydroxy-8-(1-hydroxyethyl)-1-methoxy-5,12-naphthacenedione

Base Information

• Chemical Name: (8R)-7,8,9,10-Tetrahydro-6,8,11-trihydroxy-8-(1-hydroxyethyl)-1-methoxy-5,12-naphthacenedione
• CAS No.: 210837-87-9
• Molecular Formula: C₂₁H₂₀O₇
• Molecular Weight: 384.386
• DSSTox Substance ID: DTXSID40438404
• Nikkaji Number: J1.288.621G
• Wikidata: Q77422983
• Metabolomics Workbench ID: 110785
• Mol file: 210837-87-9.mol

Synonyms:210837-87-9;(8R)-7,8,9,10-TETRAHYDRO-6,8,11-TRIHYDROXY-8-(1-HYDROXYETHYL)-1-METHOXY-5,12-NAPHTHACENEDIONE;(9R)-6,9,11-trihydroxy-9-(1-hydroxyethyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione;5,12-Naphthacenedione, 7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(1-hydroxyethyl)-1-methoxy-, (8R)-;7-deoxy-13-dihydrodaunomycinon;SCHEMBL20001244;DTXSID40438404;FCGIQQFXNIJXMK-SSKGYDFUSA-N;(8R)-8-(1-Hydroxyethyl)-7,8,9,10-tetrahydro-6,8alpha,11-trihydroxy-1-methoxy-5,12-naphthacenedione

Chemical Property of (8R)-7,8,9,10-Tetrahydro-6,8,11-trihydroxy-8-(1-hydroxyethyl)-1-methoxy-5,12-naphthacenedione

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 693.337°C at 760 mmHg
• Flash Point: 249.706°C
• PSA: 124.29000
• Density: 1.506g/cm³
• LogP: 1.48240
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 384.12090297
• Heavy Atom Count: 28
• Complexity: 651

Purity/Quality:

95% ^*data from raw suppliers

7-DeoxyDaunorubicinolAglycone(MixtureofDiastereomers) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1(CCC2=C(C1)C(=C3C(=C2O)C(=O)C4=C(C3=O)C=CC=C4OC)O)O)O
• Isomeric SMILES: CC([C@]1(CCC2=C(C1)C(=C3C(=C2O)C(=O)C4=C(C3=O)C=CC=C4OC)O)O)O
• Uses: A metabolite of Daunorubicin.

Technology Process of (8R)-7,8,9,10-Tetrahydro-6,8,11-trihydroxy-8-(1-hydroxyethyl)-1-methoxy-5,12-naphthacenedione

There total 2 articles about (8R)-7,8,9,10-Tetrahydro-6,8,11-trihydroxy-8-(1-hydroxyethyl)-1-methoxy-5,12-naphthacenedione 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:

7-deoxydaunomycin (32384-98-8,35994-56-0) → 7-deoxy-13-dihydrodaunomycinone (210837-87-9) + 5,7-bisdeoxy-13-dihydrodaunorubicinone (286009-93-6) + 7,12-dideoxydaunomycinol (125438-67-7,125438-71-3,137868-68-9)

Guidance literature:

With sodium tetrahydroborate; In methanol; Mechanism; Product distribution; Ambient temperature; pH 10; other ketone;

Reference yield:

→ 7-deoxy-13-dihydrodaunomycinone (210837-87-9)

Guidance literature:

Daunorubicin I 566;

DOI:10.7164/antibiotics.30.432

upstream raw materials:

7-deoxydaunomycin

Refernces

• 1、 Schweitzer, Barbara Ann,Egholm, Michael,Koch, Tad H.. "Mechanistic studies of the reduction of daunomycin with sodium borohydride. Formation and reaction of borate esters". . p. 242 - 248. Retrieved 2007/10/02.