Anthramycin methyl ether

Base Information

Chemical Name:Anthramycin methyl ether
CAS No.:5544-25-2
Molecular Formula:C₁₇H₁₉N₃O₄
Molecular Weight:329.356
Hs Code.:
NSC Number:106408
DSSTox Substance ID:DTXSID301016805
Nikkaji Number:J473.090I
ChEMBL ID:CHEMBL279144

Synonyms:anthramycin 11-methyl ether;anthramycin 11-methyl ether monohydrate;anthramycin 11-methyl ether, 11E-(2(E)-11alpha,11abeta)-isomer;anthramycin 11-methyl ether, 11S-(2(E),11alpha,11aalpha)-isomer

Suppliers and Price of Anthramycin methyl ether

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 6 raw suppliers

Chemical Property of Anthramycin methyl ether

Chemical Property:

Vapor Pressure:1.47E-16mmHg at 25°C
Boiling Point:309.7°Cat760mmHg
Flash Point:141.1°C
Density:1.349g/cm³
XLogP3:0.5
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:329.13755610
Heavy Atom Count:24
Complexity:588

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1=C(C2=C(C=C1)C(=O)N3C=C(CC3C(N2)OC)C=CC(=O)N)O
Isomeric SMILES:CC1=C(C2=C(C=C1)C(=O)N3C=C(C[C@H]3[C@H](N2)OC)/C=C/C(=O)N)O

Technology Process of Anthramycin methyl ether

There total 13 articles about Anthramycin methyl ether 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:

: 20998-68-9
(11aS)-2(R)-Hydroxy-8-methyl-9-(benzyloxy)-2,3,5,10,11,11a-hexahydro-5,11-dioxo-1H-pyrrolo<2,1-c><1,4>benzodiazepine

: 5544-25-2,7683-27-4,19483-03-5
Anthramycin methyl ether

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / H₂ / Pd/C / methanol / 5 h / 60 °C / 2068.6 Torr

2: 79.4 percent / 24 h / Heating

3: 70 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 1 h / -78 °C

4: 90 percent / pyridine / CH₂Cl₂ / 3 h / Ambient temperature

5: 50 percent / DABCO / (CH₃CN)2PdCl₂ / methanol / 45 °C

6: 99 percent / NaBH₄ / methanol / 4.5 h

7: 0.1 M aq. HCl / 2 h / Ambient temperature

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; sodium tetrahydroborate; oxalyl dichloride; hydrogen; dimethyl sulfoxide; dichloro bis(acetonitrile) palladium(II); palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/ja00196a055

Reference yield:

: 7597-50-4
3-benzyloxy-4-methyl-2-nitrobenzoic acid benzyl ester

: 5544-25-2,7683-27-4,19483-03-5
Anthramycin methyl ether

Guidance literature:: Multi-step reaction with 10 steps

1: 80 percent / KOH / tetrahydrofuran; H₂O; methanol / 12 h

2: 1.) oxalyl chloride, DMF, 2.) triethylamine / 1.) CH₂Cl₂, reflux, 40 min, 2.) THF, 0 deg C, 30 min

3: 1.) Na₂S₂SO₄, 2.) aq. HCl / 1.) THF, H₂O, room temp., 1.5 d, 2.) THF, H₂O, room temp., 2 d

4: 89 percent / H₂ / Pd/C / methanol / 5 h / 60 °C / 2068.6 Torr

5: 79.4 percent / 24 h / Heating

6: 70 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 1 h / -78 °C

7: 90 percent / pyridine / CH₂Cl₂ / 3 h / Ambient temperature

8: 50 percent / DABCO / (CH₃CN)2PdCl₂ / methanol / 45 °C

9: 99 percent / NaBH₄ / methanol / 4.5 h

10: 0.1 M aq. HCl / 2 h / Ambient temperature

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; oxalyl dichloride; Na₂S₂SO₄; hydrogen; dimethyl sulfoxide; triethylamine; N,N-dimethyl-formamide; dichloro bis(acetonitrile) palladium(II); palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/ja00196a055

Reference yield:

: 6946-15-2
3-hydroxy-4-methyl-2-nitro-benzoic acid

: 5544-25-2,7683-27-4,19483-03-5
Anthramycin methyl ether

Guidance literature:: Multi-step reaction with 11 steps

1: 81 percent / K₂CO₃ / dimethylformamide / 36 h / 65 °C

2: 80 percent / KOH / tetrahydrofuran; H₂O; methanol / 12 h

3: 1.) oxalyl chloride, DMF, 2.) triethylamine / 1.) CH₂Cl₂, reflux, 40 min, 2.) THF, 0 deg C, 30 min

4: 1.) Na₂S₂SO₄, 2.) aq. HCl / 1.) THF, H₂O, room temp., 1.5 d, 2.) THF, H₂O, room temp., 2 d

5: 89 percent / H₂ / Pd/C / methanol / 5 h / 60 °C / 2068.6 Torr

6: 79.4 percent / 24 h / Heating

7: 70 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 1 h / -78 °C

8: 90 percent / pyridine / CH₂Cl₂ / 3 h / Ambient temperature

9: 50 percent / DABCO / (CH₃CN)2PdCl₂ / methanol / 45 °C

10: 99 percent / NaBH₄ / methanol / 4.5 h

11: 0.1 M aq. HCl / 2 h / Ambient temperature

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; oxalyl dichloride; Na₂S₂SO₄; hydrogen; potassium carbonate; dimethyl sulfoxide; triethylamine; N,N-dimethyl-formamide; dichloro bis(acetonitrile) palladium(II); palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00196a055