streptonigrin

Base Information

Chemical Name:streptonigrin
CAS No.:1079893-79-0
Molecular Formula:C₂₅H₂₂N₄O₈
Molecular Weight:506.472
Hs Code.:

Synonyms:

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Chemical Property of streptonigrin

Chemical Property:

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Technology Process of streptonigrin

There total 51 articles about streptonigrin 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:

: 74615-12-6
methyl 5-amino-6-(5,8-dihydro-6-methoxy-5,8-dioxo-2-quinolyl)-4-<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-3-methyl-2-pyridinecarboxylate

: 197730-37-3,1079893-79-0
streptonigrin

Guidance literature:: Multi-step reaction with 3 steps

2: 80 percent / AlCl₃ / CHCl₃ / 1 h / Ambient temperature

3: 40 percent / 28percent aq. NH₄OH / 96 h / Ambient temperature

With ammonium hydroxide; aluminium trichloride; In chloroform;
DOI:10.1021/ja00531a054

Reference yield:

: 6527-13-5
3,4-dimethoxy-(phenylmethoxy)benzaldehyde

: 197730-37-3,1079893-79-0
streptonigrin

Guidance literature:: Multi-step reaction with 25 steps

1: 99 percent / NaH / dimethylsulfoxide / -10 °C

2: 97 percent / tetrahydrofuran / 1 h / 0 °C

3: 79 percent / CrO₃-pyridine / CH₂Cl₂

4: 2.) n-butyllithium, t-BuOK / 1.) THF, -78 deg C, 2.) t-BuOH

6: 100 percent / m-chloroperbenzoic acid / CH₂Cl₂ / Ambient temperature

7: 93 percent / 2 h / 120 °C

8: K₂CO₃ / methanol / Ambient temperature

9: SOCl₂ / benzene

10: dimethylsulfoxide / 43 °C

11: 1.) t-BuOK, 2.) oxalic acid / 1.) THF/Me₂SO, -12 deg C, 2.) THF/H₂O, reflux

12: 100 percent / perfluoroacetic acid, Na₂HPO₄ / CH₂Cl₂ / Ambient temperature

13: 100 percent / KMnO₄ / acetone; H₂O / Ambient temperature

14: 1.) (PhO)2PON₃, NEt₃, 2.) H₂O / 1.) C₆H₆, reflux, 1 h, 2.) reflux, 0.5 h

15: 1.) acetic anhydride, 2.) K₂CO₃ / 1.) 120-125 deg C, 2 h, 2.) CH₃OH, room temperature, 1.5 h

16: 100 percent / MnO₂ / CHCl₃ / Ambient temperature

17: 46 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

18: 95 percent / activated MnO₂ / CHCl₃ / Ambient temperature

19: 65 percent / KH / benzene / 2 h / Ambient temperature

20: 90 percent / sodium hydrosulfite / methanol; H₂O / 2 h / Heating

21: 90 percent / NaOCH₃ / methanol / 0.67 h / 40 °C

22: 90 percent / Fremy's salt / methanol; H₂O / 0.17 h / Ambient temperature

24: 80 percent / AlCl₃ / CHCl₃ / 1 h / Ambient temperature

25: 40 percent / 28percent aq. NH₄OH / 96 h / Ambient temperature

With manganese(IV) oxide; ammonium hydroxide; potassium permanganate; sodium disulfite; disodium hydrogenphosphate; n-butyllithium; aluminium trichloride; thionyl chloride; potassiuim nitrosodisulfonate; chromium trioxide-pyridine complex; diphenyl phosphoryl azide; potassium tert-butylate; water; sodium methylate; oxalic acid; acetic anhydride; potassium hydride; sodium hydride; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; chloroform; water; dimethyl sulfoxide; acetone; benzene;
DOI:10.1021/ja00531a054

Reference yield:

: 74614-84-9
<3,4-dimethoxy-2-(phenylmethoxy)phenyl>oxirane

: 197730-37-3,1079893-79-0
streptonigrin

Guidance literature:: Multi-step reaction with 24 steps

1: 97 percent / tetrahydrofuran / 1 h / 0 °C

2: 79 percent / CrO₃-pyridine / CH₂Cl₂

3: 2.) n-butyllithium, t-BuOK / 1.) THF, -78 deg C, 2.) t-BuOH

5: 100 percent / m-chloroperbenzoic acid / CH₂Cl₂ / Ambient temperature

6: 93 percent / 2 h / 120 °C

7: K₂CO₃ / methanol / Ambient temperature

8: SOCl₂ / benzene

9: dimethylsulfoxide / 43 °C

10: 1.) t-BuOK, 2.) oxalic acid / 1.) THF/Me₂SO, -12 deg C, 2.) THF/H₂O, reflux

11: 100 percent / perfluoroacetic acid, Na₂HPO₄ / CH₂Cl₂ / Ambient temperature

12: 100 percent / KMnO₄ / acetone; H₂O / Ambient temperature

13: 1.) (PhO)2PON₃, NEt₃, 2.) H₂O / 1.) C₆H₆, reflux, 1 h, 2.) reflux, 0.5 h

14: 1.) acetic anhydride, 2.) K₂CO₃ / 1.) 120-125 deg C, 2 h, 2.) CH₃OH, room temperature, 1.5 h

15: 100 percent / MnO₂ / CHCl₃ / Ambient temperature

16: 46 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

17: 95 percent / activated MnO₂ / CHCl₃ / Ambient temperature

18: 65 percent / KH / benzene / 2 h / Ambient temperature

19: 90 percent / sodium hydrosulfite / methanol; H₂O / 2 h / Heating

20: 90 percent / NaOCH₃ / methanol / 0.67 h / 40 °C

21: 90 percent / Fremy's salt / methanol; H₂O / 0.17 h / Ambient temperature

23: 80 percent / AlCl₃ / CHCl₃ / 1 h / Ambient temperature

24: 40 percent / 28percent aq. NH₄OH / 96 h / Ambient temperature

With manganese(IV) oxide; ammonium hydroxide; potassium permanganate; sodium disulfite; disodium hydrogenphosphate; n-butyllithium; aluminium trichloride; thionyl chloride; potassiuim nitrosodisulfonate; chromium trioxide-pyridine complex; diphenyl phosphoryl azide; potassium tert-butylate; water; sodium methylate; oxalic acid; acetic anhydride; potassium hydride; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; chloroform; water; dimethyl sulfoxide; acetone; benzene;
DOI:10.1021/ja00531a054