3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3,4-di-O-acetyl-2,6-dideoxy-2-iodohexopyranoside

Base Information

• Chemical Name: 3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3,4-di-O-acetyl-2,6-dideoxy-2-iodohexopyranoside
• CAS No.: 89912-77-6
• Molecular Formula: C31H31IO13
• Molecular Weight: 738.4745

Synonyms:7-n-propyloxy-isoflavone;4H-1-Benzopyran-4-one,3-phenyl-7-propoxy;

Chemical Property of 3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3,4-di-O-acetyl-2,6-dideoxy-2-iodohexopyranoside

Chemical Property:

• Vapor Pressure: 6.36E-28mmHg at 25°C
• Boiling Point: 812.8°C at 760 mmHg
• Flash Point: 445.4°C
• PSA: 192.19000
• Density: 1.72g/cm³
• LogP: 2.61760

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3,4-di-O-acetyl-2,6-dideoxy-2-iodohexopyranoside

There total 5 articles about 3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3,4-di-O-acetyl-2,6-dideoxy-2-iodohexopyranoside 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: 77.0%

7-deoxydaunomycin (32384-98-8,35994-56-0) + 3,4-di-O-acetyl-L-fucal (54621-94-2) → 7-O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-α-L-talopyranosyl)daunomycinone (89912-77-6,89955-43-1,96896-42-3)

Guidance literature:

With N-iodo-succinimide; In tetrahydrofuran; acetonitrile; 0 deg C, 15 min, then RT, overnight;

DOI:10.1016/0008-6215(85)85212-5

Reference yield: 40.0%

(+)-Daunomycinone (21794-55-8) + 3,4-di-O-acetyl-L-fucal (54621-94-2) → 7-O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-α-L-talopyranosyl)daunomycinone (89912-77-6,89955-43-1,96896-42-3)

Guidance literature:

With N-succinimide;

DOI:10.1016/0008-6215(89)80063-1

Reference yield: 10.0%

(+)-Daunomycinone (21794-55-8) + 3,4-di-O-acetyl-6-deoxy-L-glucal (34819-86-8) → 7-O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-α-L-mannopyranosyl)daunomycinone (89912-77-6,89955-43-1,96896-42-3) + 7-O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-β-L-glucopyranosyl)daunomycinone (190060-81-2)

Guidance literature:

With N-iodo-succinimide;

DOI:10.1016/0008-6215(89)80063-1

upstream raw materials:

(+)-Daunomycinone

3,4-di-O-acetyl-L-fucal

7-deoxydaunomycin

3,4-di-O-acetyl-6-deoxy-L-glucal

Downstream raw materials:

7-O-(3,4-di-O-acetyl-2,6-didesoxy-α-L-lyxo-hexopyranosyl)daunomycinone

7-deoxydaunomycin

7-O-(3,4-di-O-acetyl-2,6-dideoxy-α-L-arabino-hexopyranosyl)-daunomycinon

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