5,12-Naphthacenedione, 8-acetyl-10-((2-deoxy-2-iodo-5-C-phenyl-beta-D-ribopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-(8alpha,10alpha(R*)))-

Base Information

• Chemical Name: 5,12-Naphthacenedione, 8-acetyl-10-((2-deoxy-2-iodo-5-C-phenyl-beta-D-ribopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-(8alpha,10alpha(R*)))-
• CAS No.: 138407-78-0
• Molecular Formula: C32H29IO11
• Molecular Weight: 716.4705
• DSSTox Substance ID: DTXSID10930107
• Nikkaji Number: J609.990D
• Wikidata: Q82905321

Synonyms:138407-78-0;DTXSID10930107;5,12-Naphthacenedione, 8-acetyl-10-((2-deoxy-2-iodo-5-C-phenyl-beta-D-ribopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-(8alpha,10alpha(R*)))-;3-Acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 2-deoxy-2-iodo-5-phenylpentopyranoside

Chemical Property of 5,12-Naphthacenedione, 8-acetyl-10-((2-deoxy-2-iodo-5-C-phenyl-beta-D-ribopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-(8alpha,10alpha(R*)))-

Chemical Property:

• Vapor Pressure: 2.04E-33mmHg at 25°C
• Boiling Point: 883.1°Cat760mmHg
• Flash Point: 487.9°C
• Density: 1.81g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 5
• Exact Mass: 716.07546
• Heavy Atom Count: 44
• Complexity: 1110

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)C1(CC(C2=C(C1)C(=C3C(=C2O)C(=O)C4=C(C3=O)C=CC=C4OC)O)OC5C(C(C(C(O5)C6=CC=CC=C6)O)O)I)O
• Isomeric SMILES: CC(=O)[C@]1(C[C@@H](C2=C(C1)C(=C3C(=C2O)C(=O)C4=C(C3=O)C=CC=C4OC)O)O[C@H]5[C@@H]([C@@H]([C@@H]([C@@H](O5)C6=CC=CC=C6)O)O)I)O

Technology Process of 5,12-Naphthacenedione, 8-acetyl-10-((2-deoxy-2-iodo-5-C-phenyl-beta-D-ribopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-(8alpha,10alpha(R*)))-

There total 5 articles about 5,12-Naphthacenedione, 8-acetyl-10-((2-deoxy-2-iodo-5-C-phenyl-beta-D-ribopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-(8alpha,10alpha(R*)))- 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-O-<2'-<3'-iodo-6'-phenyl-4',5'-bis<(trimethylsilyl)oxy>tetrahydropyranosyl>>daunomycinone (138407-83-7,138512-18-2) → (2'R,3'R,4'R,5'S,6'S)-7-O-<2'-(4',5'-dihydroxy-3'-iodo-6'-phenyltetrahydropyranosyl)>daunomycinone (138407-78-0) + (2'R,3'S,4'R,5'S,6'S)-7-O-<2'-(4',5'-dihydroxy-3'-iodo-6'-phenyltetrahydropyranosyl)>daunomycinone (138407-78-0,138512-04-6) + (2'S,3'S,4'R,5'S,6'S)-7-O-<2'-(4',5'-dihydroxy-3'-iodo-6'-phenyltetrahydropyranosyl)>daunomycinone (138407-78-0,138512-04-6)

Guidance literature:

With pyridine; hydrogen fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 11h; Yield given. Yields of byproduct given;

Reference yield:

7-O-<2'-<3'-iodo-6'-phenyl-4',5'-bis<(trimethylsilyl)oxy>tetrahydropyranosyl>>daunomycinone (138407-83-7,138512-18-2) → (2'R,3'R,4'R,5'S,6'S)-7-O-<2'-(4',5'-dihydroxy-3'-iodo-6'-phenyltetrahydropyranosyl)>daunomycinone (138407-78-0) + (2'R,3'S,4'R,5'S,6'S)-7-O-<2'-(4',5'-dihydroxy-3'-iodo-6'-phenyltetrahydropyranosyl)>daunomycinone (138407-78-0,138512-04-6) + (2'S,3'S,4'R,5'S,6'S)-7-O-<2'-(4',5'-dihydroxy-3'-iodo-6'-phenyltetrahydropyranosyl)>daunomycinone (138407-78-0,138512-04-6)

Guidance literature:

With pyridine; hydrogen fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 11h; Yield given. Yields of byproduct given;

Reference yield:

7-O-<2'-<3'-iodo-6'-phenyl-4',5'-bis<(trimethylsilyl)oxy>tetrahydropyranosyl>>daunomycinone (138407-83-7,138512-18-2) → (2'R,3'R,4'R,5'S,6'S)-7-O-<2'-(4',5'-dihydroxy-3'-iodo-6'-phenyltetrahydropyranosyl)>daunomycinone (138407-78-0) + (2'R,3'S,4'R,5'S,6'S)-7-O-<2'-(4',5'-dihydroxy-3'-iodo-6'-phenyltetrahydropyranosyl)>daunomycinone (138407-78-0,138512-04-6) + (2'S,3'S,4'R,5'S,6'S)-7-O-<2'-(4',5'-dihydroxy-3'-iodo-6'-phenyltetrahydropyranosyl)>daunomycinone (138407-78-0,138512-04-6)

Guidance literature:

With pyridine; hydrogen fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 11h; Yield given. Yields of byproduct given;

upstream raw materials:

7-O-<2'-<3'-iodo-6'-phenyl-4',5'-bis<(trimethylsilyl)oxy>tetrahydropyranosyl>>daunomycinone

7-O-<2'-<3'-iodo-6'-phenyl-4',5'-bis<(trimethylsilyl)oxy>tetrahydropyranosyl>>daunomycinone

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