3-[4-((S)-1-hydroxymethyl-2,2-dimethyl-propylcarbamoyl)-benzyl]-4-oxo-1-phenyl-1,4-dihydro-[1,8]naphthyridine-2-carboxylic acid methyl ester

Base Information

Chemical Name:3-[4-((S)-1-hydroxymethyl-2,2-dimethyl-propylcarbamoyl)-benzyl]-4-oxo-1-phenyl-1,4-dihydro-[1,8]naphthyridine-2-carboxylic acid methyl ester
CAS No.:1392482-75-5
Molecular Formula:C₃₀H₃₁N₃O₅
Molecular Weight:513.593
Hs Code.:

Synonyms:3-[4-((S)-1-hydroxymethyl-2,2-dimethyl-propylcarbamoyl)-benzyl]-4-oxo-1-phenyl-1,4-dihydro-[1,8]naphthyridine-2-carboxylic acid methyl ester

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Chemical Property of 3-[4-((S)-1-hydroxymethyl-2,2-dimethyl-propylcarbamoyl)-benzyl]-4-oxo-1-phenyl-1,4-dihydro-[1,8]naphthyridine-2-carboxylic acid methyl ester

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Technology Process of 3-[4-((S)-1-hydroxymethyl-2,2-dimethyl-propylcarbamoyl)-benzyl]-4-oxo-1-phenyl-1,4-dihydro-[1,8]naphthyridine-2-carboxylic acid methyl ester

There total 9 articles about 3-[4-((S)-1-hydroxymethyl-2,2-dimethyl-propylcarbamoyl)-benzyl]-4-oxo-1-phenyl-1,4-dihydro-[1,8]naphthyridine-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: 81.0%

: 1392482-84-6
3-(4-carboxy-benzyl)-4-oxo-1-phenyl-1,4-dihydro-[1,8]naphthyridine-2-carboxylic acid methyl ester

: 112245-13-3
(S)-tert-leucinol

: 1392482-75-5
3-[4-((S)-1-hydroxymethyl-2,2-dimethyl-propylcarbamoyl)-benzyl]-4-oxo-1-phenyl-1,4-dihydro-[1,8]naphthyridine-2-carboxylic acid methyl ester

Guidance literature:: With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 25 ℃;
DOI:10.1021/ml300175c

Reference yield:

: 2942-59-8
2-chloronicotinic acid

: 1392482-75-5
3-[4-((S)-1-hydroxymethyl-2,2-dimethyl-propylcarbamoyl)-benzyl]-4-oxo-1-phenyl-1,4-dihydro-[1,8]naphthyridine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 72 h / 25 °C

2.1: tetrahydrofuran / 1 h / 0 °C

3.1: camphor-10-sulfonic acid / 1,4-dioxane / 75 °C / Sealed tube

3.2: 3 h / 75 - 80 °C / Sealed tube

4.1: sodium methylate / methanol / 72 h / 25 °C

5.1: 10% Pd/C; hydrogen / ethyl acetate / 25 °C

6.1: toluene / 6 h / 130 °C

7.1: potassium carbonate / methanol / 4 h / 85 °C

8.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 25 °C

With camphor-10-sulfonic acid; 10% Pd/C; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; sodium methylate; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ml300175c

Reference yield:

: 62-53-3
aniline

: 1392482-75-5
3-[4-((S)-1-hydroxymethyl-2,2-dimethyl-propylcarbamoyl)-benzyl]-4-oxo-1-phenyl-1,4-dihydro-[1,8]naphthyridine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: camphor-10-sulfonic acid / 1,4-dioxane / 75 °C / Sealed tube

1.2: 3 h / 75 - 80 °C / Sealed tube

2.1: sodium methylate / methanol / 72 h / 25 °C

3.1: 10% Pd/C; hydrogen / ethyl acetate / 25 °C

4.1: toluene / 6 h / 130 °C

5.1: potassium carbonate / methanol / 4 h / 85 °C

6.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 25 °C

With camphor-10-sulfonic acid; 10% Pd/C; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; sodium methylate; potassium carbonate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ml300175c