Morpholinodaunorubicin

Base Information

• Chemical Name: Morpholinodaunorubicin
• CAS No.: 79867-78-0
• Molecular Formula: C₃₁H₃₅NO₁₁
• Molecular Weight: 597.67
• DSSTox Substance ID: DTXSID501025092
• Nikkaji Number: J503.852I
• Mol file: 79867-78-0.mol

Synonyms:Morpholinodaunorubicin;DTXSID501025092;LS-94041

Chemical Property of Morpholinodaunorubicin

Chemical Property:

• Vapor Pressure: 2.1E-27mmHg at 25°C
• Refractive Index: 1.6310 (estimate)
• Boiling Point: 805.6°C at 760 mmHg
• Flash Point: 441°C
• PSA: 172.29000
• Density: 1.51g/cm³
• LogP: 1.34030
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 5
• Exact Mass: 597.22101093
• Heavy Atom Count: 43
• Complexity: 1080

Purity/Quality:

3'-(4-MORPHOLINYL)-3'-DEAMINODAUNORUBICIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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)N6CCOCC6)O
• Isomeric SMILES: C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)C)O)N6CCOCC6)O

Technology Process of Morpholinodaunorubicin

There total 5 articles about Morpholinodaunorubicin 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: 55.0%

2,2'-diiodoethyl ether (34270-90-1) + daunomycin hydrochloride (23541-50-6) → 3'-deamino-3'-morpholinodaunoribicin (79867-78-0,94730-46-8)

Guidance literature:

With triethylamine; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 36h;

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

2,2'-diiodoethyl ether

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