(±)-methyl 5-amino-4-(2-(benzyloxy)-5-bromo-3,4-dimethoxyphenyl)-6-(7-bromo-6-methoxy-5,8-dioxo-5,8-dihydroquinolin-2-yl)-3-methylpicolinate

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Chemical Name:(±)-methyl 5-amino-4-(2-(benzyloxy)-5-bromo-3,4-dimethoxyphenyl)-6-(7-bromo-6-methoxy-5,8-dioxo-5,8-dihydroquinolin-2-yl)-3-methylpicolinate
CAS No.:1335227-05-8
Molecular Formula:C₃₃H₂₇Br₂N₃O₈
Molecular Weight:753.401
Hs Code.:

Synonyms:(±)-methyl 5-amino-4-(2-(benzyloxy)-5-bromo-3,4-dimethoxyphenyl)-6-(7-bromo-6-methoxy-5,8-dioxo-5,8-dihydroquinolin-2-yl)-3-methylpicolinate

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Chemical Property of (±)-methyl 5-amino-4-(2-(benzyloxy)-5-bromo-3,4-dimethoxyphenyl)-6-(7-bromo-6-methoxy-5,8-dioxo-5,8-dihydroquinolin-2-yl)-3-methylpicolinate

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Technology Process of (±)-methyl 5-amino-4-(2-(benzyloxy)-5-bromo-3,4-dimethoxyphenyl)-6-(7-bromo-6-methoxy-5,8-dioxo-5,8-dihydroquinolin-2-yl)-3-methylpicolinate

There total 46 articles about (±)-methyl 5-amino-4-(2-(benzyloxy)-5-bromo-3,4-dimethoxyphenyl)-6-(7-bromo-6-methoxy-5,8-dioxo-5,8-dihydroquinolin-2-yl)-3-methylpicolinate 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: 99.0%

: 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

: 1335227-05-8
(±)-methyl 5-amino-4-(2-(benzyloxy)-5-bromo-3,4-dimethoxyphenyl)-6-(7-bromo-6-methoxy-5,8-dioxo-5,8-dihydroquinolin-2-yl)-3-methylpicolinate

Guidance literature:: With pyridine; bromine; In chloroform; at 20 ℃; for 8h; Reagent/catalyst; Concentration; Darkness; Inert atmosphere;
DOI:10.1021/jo402388f

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

: 1335227-05-8
(±)-methyl 5-amino-4-(2-(benzyloxy)-5-bromo-3,4-dimethoxyphenyl)-6-(7-bromo-6-methoxy-5,8-dioxo-5,8-dihydroquinolin-2-yl)-3-methylpicolinate

: 1509897-40-8
(±)-methyl 5-amino-4-(2-(benzyloxy)-5-bromo-3,4-dimethoxyphenyl)-6-(6-methoxy-5,8-dioxo-5,8-dihydroquinolin-2-yl)-3-methylpicolinate

Guidance literature:: With bromine; In chloroform; at 20 ℃; for 8h; Reagent/catalyst; Darkness; Inert atmosphere;
DOI:10.1021/jo402388f

Reference yield:

: 1335226-95-3
ethyl 2-(2-(1,3-dioxoisoindolin-2-yl)-N-methoxyacrylamido)-3-methylpent-4-enoate

: 1335227-05-8
(±)-methyl 5-amino-4-(2-(benzyloxy)-5-bromo-3,4-dimethoxyphenyl)-6-(7-bromo-6-methoxy-5,8-dioxo-5,8-dihydroquinolin-2-yl)-3-methylpicolinate

Guidance literature:: Multi-step reaction with 8 steps

1.1: Hoveyda-Grubbs catalyst second generation; p-benzoquinone / toluene / 16 h / 110 °C / Inert atmosphere

2.1: Quinuclidine / methanol / 24 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: 0.5 h / 60 °C / Inert atmosphere

3.1: 2,6-di-tert-butyl-4-methylpyridine / hexafluoropropan-2-ol; dichloromethane / 4 h / -50 - 20 °C / Inert atmosphere

4.1: N-Bromosuccinimide / acetonitrile / 0 - 20 °C / Inert atmosphere

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; hexamethyldistannane / toluene / 16 h / 60 °C / Inert atmosphere

5.2: 16 h / 110 °C / Inert atmosphere

6.1: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 16 h / 110 °C / Inert atmosphere

7.1: ammonium cerium (IV) nitrate / water; acetonitrile / 0 - 20 °C / Darkness

8.1: pyridine; bromine / chloroform / 8 h / 20 °C / Darkness; Inert atmosphere

With Quinuclidine; pyridine; potassium phosphate; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Hoveyda-Grubbs catalyst second generation; 2,6-di-tert-butyl-4-methylpyridine; ammonium cerium (IV) nitrate; bromine; hexamethyldistannane; p-benzoquinone; In 1,4-dioxane; methanol; hexafluoropropan-2-ol; dichloromethane; chloroform; water; toluene; acetonitrile; 5.1: Stille reaction / 5.2: Stille reaction / 6.1: Suzuki reaction;
DOI:10.1021/ja207835w