5,12-Naphthacenedione, 7,8,9,10-tetrahydro-8-acetyl-1-methoxy-10-((2,3,6-trideoxy-3-(3-cyanomorpholino)-alpha-L-lyxo-hexopyranosyl)oxy)-6,8,11-trihydroxy-, (8S-cis)-

Base Information

• Chemical Name: 5,12-Naphthacenedione, 7,8,9,10-tetrahydro-8-acetyl-1-methoxy-10-((2,3,6-trideoxy-3-(3-cyanomorpholino)-alpha-L-lyxo-hexopyranosyl)oxy)-6,8,11-trihydroxy-, (8S-cis)-
• CAS No.: 94730-47-9
• Molecular Formula: C₃₂H₃₄N₂O₁₁
• Molecular Weight: 622.629
• DSSTox Substance ID: DTXSID80915340

Synonyms:94730-47-9;DTXSID80915340;3-Acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-(3-cyanomorpholin-4-yl)-2,3,6-trideoxyhexopyranoside

Chemical Property of 5,12-Naphthacenedione, 7,8,9,10-tetrahydro-8-acetyl-1-methoxy-10-((2,3,6-trideoxy-3-(3-cyanomorpholino)-alpha-L-lyxo-hexopyranosyl)oxy)-6,8,11-trihydroxy-, (8S-cis)-

Chemical Property:

• Vapor Pressure: 1.06E-31mmHg at 25°C
• Boiling Point: 862.2°Cat760mmHg
• Flash Point: 475.2°C
• Density: 1.54g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 5
• Exact Mass: 622.21625990
• Heavy Atom Count: 45
• Complexity: 1220

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)C)O)N6CCOCC6C#N)O

Technology Process of 5,12-Naphthacenedione, 7,8,9,10-tetrahydro-8-acetyl-1-methoxy-10-((2,3,6-trideoxy-3-(3-cyanomorpholino)-alpha-L-lyxo-hexopyranosyl)oxy)-6,8,11-trihydroxy-, (8S-cis)-

There total 2 articles about 5,12-Naphthacenedione, 7,8,9,10-tetrahydro-8-acetyl-1-methoxy-10-((2,3,6-trideoxy-3-(3-cyanomorpholino)-alpha-L-lyxo-hexopyranosyl)oxy)-6,8,11-trihydroxy-, (8S-cis)- 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: 32.0%

2,2'-oxybis(acetaldehyde) (7456-83-9) + daunomycin hydrochloride (23541-50-6) → 3'-deamino-3'-morpholino-13,13-dihydrodaunorubicin (79867-79-1) + 3'-deamino-3'-morpholinodaunoribicin (79867-78-0,94730-46-8) + 3'-deamino-3'-(3-cyano-4-morpholinyl)-13-dihydrodaunorubicin (89164-75-0,89164-76-1,89617-37-8) + 3'-deamino-3'-(3-cyano-4-morpholinyl)daunorubicin (89617-36-7,89164-74-9,89196-06-5,94730-47-9)

Guidance literature:

With sodium cyanoborohydride; In water; acetonitrile;

DOI:10.1021/jm00371a014

Reference yield: 13.0%

2,2'-oxybis(acetaldehyde) (7456-83-9) + daunomycin hydrochloride (23541-50-6) + acetonitrile (75-05-8,26809-02-9) → 3'-deamino-3'-morpholino-13,13-dihydrodaunorubicin (79867-79-1) + 3'-deamino-3'-morpholinodaunoribicin (79867-78-0,94730-46-8) + 3'-deamino-3'-(3-cyano-4-morpholinyl)-13-dihydrodaunorubicin (89164-75-0,89164-76-1,89617-37-8) + 3'-deamino-3'-(3-cyano-4-morpholinyl)daunorubicin (89617-36-7,89164-74-9,89196-06-5,94730-47-9)

Guidance literature:

With citrate buffer; sodium cyanoborohydride; Yield given. Multistep reaction; 1.) H₂O;

DOI:10.1021/jm00371a014

upstream raw materials:

2,2'-oxybis(acetaldehyde)

daunomycin hydrochloride

acetonitrile

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