methyl 5-amino-4<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-(5-hydroxy-6-methoxy-2-quinolyl)-3-methyl-2-pyridinecarboxylate

Base Information

Chemical Name:methyl 5-amino-4<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-(5-hydroxy-6-methoxy-2-quinolyl)-3-methyl-2-pyridinecarboxylate
CAS No.:74615-11-5
Molecular Formula:C₃₃H₃₁N₃O₇
Molecular Weight:581.625
Hs Code.:

Synonyms:methyl 5-amino-4<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-(5-hydroxy-6-methoxy-2-quinolyl)-3-methyl-2-pyridinecarboxylate

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Chemical Property of methyl 5-amino-4<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-(5-hydroxy-6-methoxy-2-quinolyl)-3-methyl-2-pyridinecarboxylate

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Technology Process of methyl 5-amino-4<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-(5-hydroxy-6-methoxy-2-quinolyl)-3-methyl-2-pyridinecarboxylate

There total 24 articles about methyl 5-amino-4<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-(5-hydroxy-6-methoxy-2-quinolyl)-3-methyl-2-pyridinecarboxylate 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: 100.0%

: 74615-10-4
methyl 5-amino-4<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-<3-<6-methoxy-5-<(phenylsulfonyl)oxy>phenyl>-2-quinolyl>-3-methyl-2-pyridinecarboxylate

: 74615-11-5
methyl 5-amino-4<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-(5-hydroxy-6-methoxy-2-quinolyl)-3-methyl-2-pyridinecarboxylate

Guidance literature:: With sodium methylate; at 40 ℃; for 3h;
DOI:10.1021/ja00366a028

Reference yield:

: 74615-01-3
methyl 4<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-5-formyl-3,6-dimethyl-2-pyridinecarboxylate

: 74615-11-5
methyl 5-amino-4<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-(5-hydroxy-6-methoxy-2-quinolyl)-3-methyl-2-pyridinecarboxylate

Guidance literature:: Multi-step reaction with 10 steps

1: pertrifluoroacetic acid, Na₂HPO₄ / CH₂Cl₂

2: 10 percent / aq. KMnO₄ / acetone / 3 h

3: 1.) triethylamine, diphenylphosphoryl azide, 2.) water / 1.) benzene, reflux, 1 h, 2.) reflux, 30 min

4: 1.) acetic anhydride, 2.) methanolic K₂CO₃ / 1.) 120 - 125 deg C, 2 h, 2.) room temperature, 21 h

5: 88 percent / activated manganese oxide / CHCl₃ / 2 h

6: 1.) n-butyllithium, HMPA / 1.) THF, -78 - -75 deg C, 2.) THF, -75 -> 15 deg C, 40 min

7: activated manganese dioxide / CHCl₃ / 1 h

8: 1.) KH / 1.) benzene, room temperature, 15 min, 2.) benzene, room temperature, 75 min

9: 60 percent / aq. sodium hydrosulfite / methanol / 3 h / Heating

10: 100 percent / methanolic sodium methoxide / 3 h / 40 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; manganese oxide; manganese(IV) oxide; potassium permanganate; sodium disulfite; disodium hydrogenphosphate; n-butyllithium; diphenylphosphoranyl azide; water; sodium methylate; acetic anhydride; potassium hydride; potassium carbonate; triethylamine; trifluoroacetic acid; In methanol; dichloromethane; chloroform; acetone;
DOI:10.1021/ja00366a028

Reference yield:

: 74614-98-5
methyl 4-<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-(hydroxymethyl)-3-methyl-2-pyridinecarboxylate

: 74615-11-5
methyl 5-amino-4<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-(5-hydroxy-6-methoxy-2-quinolyl)-3-methyl-2-pyridinecarboxylate

Guidance literature:: Multi-step reaction with 14 steps

1: 100 percent / thionyl chloride / benzene / 1.5 h / Ambient temperature

2: dimethylsulfoxide / 120 h / 45 °C

3: potassium tert-butoxide / dimethylsulfoxide; tetrahydrofuran / 0.17 h / -12 °C

4: aq. oxalic acid / tetrahydrofuran / 1 h / Heating

5: pertrifluoroacetic acid, Na₂HPO₄ / CH₂Cl₂

6: 10 percent / aq. KMnO₄ / acetone / 3 h

7: 1.) triethylamine, diphenylphosphoryl azide, 2.) water / 1.) benzene, reflux, 1 h, 2.) reflux, 30 min

8: 1.) acetic anhydride, 2.) methanolic K₂CO₃ / 1.) 120 - 125 deg C, 2 h, 2.) room temperature, 21 h

9: 88 percent / activated manganese oxide / CHCl₃ / 2 h

10: 1.) n-butyllithium, HMPA / 1.) THF, -78 - -75 deg C, 2.) THF, -75 -> 15 deg C, 40 min

11: activated manganese dioxide / CHCl₃ / 1 h

12: 1.) KH / 1.) benzene, room temperature, 15 min, 2.) benzene, room temperature, 75 min

13: 60 percent / aq. sodium hydrosulfite / methanol / 3 h / Heating

14: 100 percent / methanolic sodium methoxide / 3 h / 40 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; manganese oxide; manganese(IV) oxide; potassium permanganate; sodium disulfite; disodium hydrogenphosphate; n-butyllithium; thionyl chloride; diphenylphosphoranyl azide; potassium tert-butylate; water; sodium methylate; oxalic acid; acetic anhydride; potassium hydride; potassium carbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; chloroform; dimethyl sulfoxide; acetone; benzene;
DOI:10.1021/ja00366a028