5-Amino-6-(5-amino-6-methoxy-quinolin-2-yl)-4-(2-benzyloxy-3,4-dimethoxy-phenyl)-3-methyl-pyridine-2-carboxylic acid methyl ester

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Chemical Name:5-Amino-6-(5-amino-6-methoxy-quinolin-2-yl)-4-(2-benzyloxy-3,4-dimethoxy-phenyl)-3-methyl-pyridine-2-carboxylic acid methyl ester
CAS No.:77405-79-9
Molecular Formula:C₃₃H₃₂N₄O₆
Molecular Weight:580.64
Hs Code.:

Synonyms:5-Amino-6-(5-amino-6-methoxy-quinolin-2-yl)-4-(2-benzyloxy-3,4-dimethoxy-phenyl)-3-methyl-pyridine-2-carboxylic acid methyl ester

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Chemical Property of 5-Amino-6-(5-amino-6-methoxy-quinolin-2-yl)-4-(2-benzyloxy-3,4-dimethoxy-phenyl)-3-methyl-pyridine-2-carboxylic acid methyl ester

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Technology Process of 5-Amino-6-(5-amino-6-methoxy-quinolin-2-yl)-4-(2-benzyloxy-3,4-dimethoxy-phenyl)-3-methyl-pyridine-2-carboxylic acid methyl ester

There total 20 articles about 5-Amino-6-(5-amino-6-methoxy-quinolin-2-yl)-4-(2-benzyloxy-3,4-dimethoxy-phenyl)-3-methyl-pyridine-2-carboxylic acid methyl ester 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: 80.0%

: 77405-78-8
methyl 5-amino-4-<2-(benzyloxy)-3,4-dimethoxyphenyl>-6-(6-methoxy-5-nitro-2-quinolyl)-3-methylpyridine-2-carboxylate

: 77405-79-9
5-Amino-6-(5-amino-6-methoxy-quinolin-2-yl)-4-(2-benzyloxy-3,4-dimethoxy-phenyl)-3-methyl-pyridine-2-carboxylic acid methyl ester

Guidance literature:: With sodium dithionite; In tetrahydrofuran; methanol; water; for 3h; Heating;
DOI:10.1021/ja00395a071

Reference yield:

: 42454-06-8
2-nitro-5-hydroxybenzaldehyde

: 77405-79-9
5-Amino-6-(5-amino-6-methoxy-quinolin-2-yl)-4-(2-benzyloxy-3,4-dimethoxy-phenyl)-3-methyl-pyridine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: K₂CO₃, KI / dimethylformamide / 14 h / Ambient temperature

2: benzene / 14 h / Heating

3: Na₂S / methanol / 2 h / Heating

4: 96 percent / t-BuOK / toluene; 2-methyl-propan-2-ol / 10 h / Heating

5: 85 percent / TFA / 1 h / 0 °C

6: HNO₃ / nitromethane / 0.42 h / 5 - 20 °C

7: K₂CO₃ / acetone / 5 h / Heating

8: OsO₄, N-methylmorpholine N-oxide, H₂O / acetone; 2-methyl-propan-2-ol / 20 h / Ambient temperature

9: NaIO₄ / dioxane; H₂O / 18 h / 80 °C

10: 74 percent / selenium dioxide, HOAc / 18 h / Heating

11: 92 percent / sodium chlorite, H₂NSO₃H, NaOAc / H₂O; dioxane / 1.5 h / Ambient temperature

12: 95 percent / AcCl / 14 h / Ambient temperature

13: 1.) (PhO)2PON₃, Et₃N, 2.) H₂O / 1) C₆H₆, reflux, 50 min; 2) reflux, 30 min

14: 80 percent / Na₂S₂O₄ / tetrahydrofuran; methanol; H₂O / 3 h / Heating

With sodium sulfide; sodium chlorite; sodium periodate; osmium(VIII) oxide; selenium(IV) oxide; sodium dithionite; diphenyl phosphoryl azide; aminosulfonic acid; potassium tert-butylate; water; nitric acid; sodium acetate; potassium carbonate; acetic acid; 4-methylmorpholine N-oxide; triethylamine; acetyl chloride; trifluoroacetic acid; potassium iodide; In tetrahydrofuran; 1,4-dioxane; methanol; nitromethane; water; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol; benzene;
DOI:10.1021/ja00395a071

Reference yield:

: 92541-05-4
(Z)-3-Amino-1-(2-benzyloxy-3,4-dimethoxy-phenyl)-2-methyl-but-2-en-1-one

: 77405-79-9
5-Amino-6-(5-amino-6-methoxy-quinolin-2-yl)-4-(2-benzyloxy-3,4-dimethoxy-phenyl)-3-methyl-pyridine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 16 steps

1: 97 percent / xylene / 14 h / Heating

2: NaBH₄ / tetrahydrofuran; propan-2-ol / 16 h / Ambient temperature

3: 67 percent / PhPOCl₂ / 3 h / 170 °C

4: 85 percent / dimethylformamide / 14 h / Heating

5: 2.) H₂O, H⁽¹⁺⁾ / 1) C₆H₆, room temperature, 1.5 h

6: 96 percent / t-BuOK / toluene; 2-methyl-propan-2-ol / 10 h / Heating

7: 85 percent / TFA / 1 h / 0 °C

8: HNO₃ / nitromethane / 0.42 h / 5 - 20 °C

9: K₂CO₃ / acetone / 5 h / Heating

10: OsO₄, N-methylmorpholine N-oxide, H₂O / acetone; 2-methyl-propan-2-ol / 20 h / Ambient temperature

11: NaIO₄ / dioxane; H₂O / 18 h / 80 °C

12: 74 percent / selenium dioxide, HOAc / 18 h / Heating

13: 92 percent / sodium chlorite, H₂NSO₃H, NaOAc / H₂O; dioxane / 1.5 h / Ambient temperature

14: 95 percent / AcCl / 14 h / Ambient temperature

15: 1.) (PhO)2PON₃, Et₃N, 2.) H₂O / 1) C₆H₆, reflux, 50 min; 2) reflux, 30 min

16: 80 percent / Na₂S₂O₄ / tetrahydrofuran; methanol; H₂O / 3 h / Heating

With P,P-dichlorophenylphosphine oxide; sodium chlorite; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; selenium(IV) oxide; sodium dithionite; diphenyl phosphoryl azide; aminosulfonic acid; potassium tert-butylate; water; nitric acid; sodium acetate; hydrogen cation; potassium carbonate; acetic acid; 4-methylmorpholine N-oxide; triethylamine; acetyl chloride; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; nitromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetone; toluene; xylene; tert-butyl alcohol;
DOI:10.1021/ja00395a071