3-(1,2-dihydroxyethyl)-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

Base Information

• Chemical Name: 3-(1,2-dihydroxyethyl)-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
• CAS No.: 89673-78-9
• Molecular Formula: C32H36N2O12
• Molecular Weight: 640.6344

Synonyms:

Chemical Property of 3-(1,2-dihydroxyethyl)-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:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 916.1°Cat760mmHg
• Flash Point: 507.8°C
• Density: 1.59g/cm³

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(1,2-dihydroxyethyl)-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

There total 2 articles about 3-(1,2-dihydroxyethyl)-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 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: 30.0%

2,2'-oxybis(acetaldehyde) (7456-83-9) + doxorubicin hydrochloride (25316-40-9) → 3'-deamino-3'-(3-cyano-4-morpholinyl)-13-dihydrodoxorubicin (89164-77-2,89164-78-3,89673-78-9) + 3'-deamino-3'-(4-morpholinyl)-13-dihydrodoxorubicin (80875-73-6) + 3'-deamino-3'-(4-morpholinyl)doxorubicin (80790-68-7) + 3'-deamino-3'-(3-cyano-4-morpholinyl)doxorubicin (88254-07-3,114414-57-2,89196-07-6)

Guidance literature:

With sodium cyanoborohydride; In water; acetonitrile;

DOI:10.1021/jm00371a014

Reference yield: 30.0%

2,2'-oxybis(acetaldehyde) (7456-83-9) + doxorubicin hydrochloride (25316-40-9) + acetonitrile (75-05-8,26809-02-9) → 3'-deamino-3'-(3-cyano-4-morpholinyl)-13-dihydrodoxorubicin (89164-77-2,89164-78-3,89673-78-9) + 3'-deamino-3'-(4-morpholinyl)-13-dihydrodoxorubicin (80875-73-6) + 3'-deamino-3'-(4-morpholinyl)doxorubicin (80790-68-7) + 3'-deamino-3'-(3-cyano-4-morpholinyl)doxorubicin (88254-07-3,114414-57-2,89196-07-6)

Guidance literature:

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

DOI:10.1021/jm00371a014

Reference yield: 69.0%

3'-deamino-3'-(3-cyano-4-morpholinyl)-13-dihydrodoxorubicin (89164-77-2,89164-78-3,89673-78-9) → 3'-deamino-3'-(3-cyano-4-morpholinyl)-5-imino-13-dihydrodoxorubicin (89164-80-7,89164-81-8,92693-87-3)

Guidance literature:

With ammonia; In methanol; dichloromethane; at 3 ℃; for 27h;

DOI:10.1021/jm00371a014

upstream raw materials:

2,2'-oxybis(acetaldehyde)

doxorubicin hydrochloride

acetonitrile

Downstream raw materials:

3'-deamino-3'-(3-cyano-4-morpholinyl)-5-imino-13-dihydrodoxorubicin

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