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

Base Information

Chemical Name:5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, hydrochloride, (8S-cis)-
CAS No.:70629-85-5
Molecular Formula:C₂₇H₃₀NO₁₀*Cl
Molecular Weight:563.989
Hs Code.:
European Community (EC) Number:245-723-4
NSC Number:312627,309694,302648,275272,249334
UN Number:2811
DSSTox Substance ID:DTXSID10981290
NCI Thesaurus Code:C1583
RXCUI:81992

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

Synonyms:Cerubidine;Dauno Rubidomycine;Dauno-Rubidomycine;Daunoblastin;Daunoblastine;Daunomycin;Daunorubicin;Daunorubicin Hydrochloride;Hydrochloride, Daunorubicin;NSC 82151;NSC-82151;NSC82151;Rubidomycin;Rubomycin

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Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

Boiling Point:770°Cat760mmHg
Flash Point:419.5°C
Density:1.55g/cm³
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:4
Exact Mass:563.1558238
Heavy Atom Count:39
Complexity:960
Transport DOT Label:Poison

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)N)O.Cl
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Technology Process of 5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, hydrochloride, (8S-cis)-

There total 6 articles about 5,12-Naphthacenedione, 8-acetyl-10-[(3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, hydrochloride, (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:

: 6605-27-2
methyl-3-acetamido-2,3,6-tridesoxy-α-D-lyxo-hexopyranoside

: 23541-50-6,56390-08-0,63950-07-2,67463-64-3,70629-85-5,71214-33-0,72402-72-3,76793-43-6,76820-60-5
7-O-(3-amino-2,3,6-tridesoxy-α-D-lyxo-hexopyranosyl)daunomycinone

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / barium hydroxide hydrate / H₂O / 20 h / Heating

2: 77 percent / CH₂Cl₂ / 1 h / 20 °C

3: 81 percent / pyridine / 3 h / 0 °C

4: acetic acid / H₂O / 24 h / Heating

With pyridine; barium hydroxide monohydrate; acetic acid; In dichloromethane; water;
DOI:10.1016/S0008-6215(00)84673-X

Reference yield:

: 76793-38-9
methyl-3-amino-2,3,6-tridesoxy-α-D-lyxo-hexopyranoside

: 23541-50-6,56390-08-0,63950-07-2,67463-64-3,70629-85-5,71214-33-0,72402-72-3,76793-43-6,76820-60-5
7-O-(3-amino-2,3,6-tridesoxy-α-D-lyxo-hexopyranosyl)daunomycinone

Guidance literature:: Multi-step reaction with 4 steps

1: 77 percent / CH₂Cl₂ / 1 h / 20 °C

2: 81 percent / pyridine / 3 h / 0 °C

3: acetic acid / H₂O / 24 h / Heating

With pyridine; acetic acid; In dichloromethane; water;
DOI:10.1016/S0008-6215(00)84673-X

Reference yield:

: 76793-39-0
methyl-2,3,6-tridesoxy-3-trifluoroacetamido-α-D-lyxo-hexopyranoside

: 23541-50-6,56390-08-0,63950-07-2,67463-64-3,70629-85-5,71214-33-0,72402-72-3,76793-43-6,76820-60-5
7-O-(3-amino-2,3,6-tridesoxy-α-D-lyxo-hexopyranosyl)daunomycinone

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / pyridine / 3 h / 0 °C

2: acetic acid / H₂O / 24 h / Heating

With pyridine; acetic acid; In water;
DOI:10.1016/S0008-6215(00)84673-X