[2-({[5-(1,1-dioxo-1λ⁶-[1,2]thiazinan-2-yl)-8-hydroxy-[1,6]naphthyridine-7-carbonyl]-amino}-methyl)-phenyl]-acetic acid

Base Information

• Chemical Name: [2-({[5-(1,1-dioxo-1λ⁶-[1,2]thiazinan-2-yl)-8-hydroxy-[1,6]naphthyridine-7-carbonyl]-amino}-methyl)-phenyl]-acetic acid
• CAS No.: 606138-93-6
• Molecular Formula: C₂₂H₂₂N₄O₆S
• Molecular Weight: 470.506

Synonyms:[2-({[5-(1,1-dioxo-1λ⁶-[1,2]thiazinan-2-yl)-8-hydroxy-[1,6]naphthyridine-7-carbonyl]-amino}-methyl)-phenyl]-acetic acid

Chemical Property of [2-({[5-(1,1-dioxo-1λ⁶-[1,2]thiazinan-2-yl)-8-hydroxy-[1,6]naphthyridine-7-carbonyl]-amino}-methyl)-phenyl]-acetic acid

Chemical Property:

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Technology Process of [2-({[5-(1,1-dioxo-1λ⁶-[1,2]thiazinan-2-yl)-8-hydroxy-[1,6]naphthyridine-7-carbonyl]-amino}-methyl)-phenyl]-acetic acid

There total 2 articles about [2-({[5-(1,1-dioxo-1λ⁶-[1,2]thiazinan-2-yl)-8-hydroxy-[1,6]naphthyridine-7-carbonyl]-amino}-methyl)-phenyl]-acetic acid 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: 71.0%

[2-({[5-(1,1-dioxo-1λ6-[1,2]thiazinan-2-yl)-8-hydroxy-[1,6]naphthyridine-7-carbonyl]-amino}-methyl)-phenyl]-acetic acid tert-butyl ester (606138-92-5) → [2-({[5-(1,1-dioxo-1λ6-[1,2]thiazinan-2-yl)-8-hydroxy-[1,6]naphthyridine-7-carbonyl]-amino}-methyl)-phenyl]-acetic acid (606138-93-6)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 50 ℃;

DOI:10.1016/j.bmcl.2006.11.080

Reference yield:

5-(1,1-dioxido-1,2-thiazinan-2-yl)-8-hydroxy-1,6-naphthyridine-7-carboxylic acid (606080-41-5) → [2-({[5-(1,1-dioxo-1λ6-[1,2]thiazinan-2-yl)-8-hydroxy-[1,6]naphthyridine-7-carbonyl]-amino}-methyl)-phenyl]-acetic acid (606138-93-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / EDT; HOBt; NMM / dimethylformamide / 20 °C

2: 71 percent / aq. NaOH / tetrahydrofuran; methanol / 50 °C

With 4-methyl-morpholine; sodium hydroxide; ethylenediaminetetraacetic acid; benzotriazol-1-ol; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2006.11.080

Reference yield:

[2-({[5-(1,1-dioxo-1λ6-[1,2]thiazinan-2-yl)-8-hydroxy-[1,6]naphthyridine-7-carbonyl]-amino}-methyl)-phenyl]-acetic acid (606138-93-6) + dimethyl amine (124-40-3) → 5-(1,1-dioxo-1λ6-[1,2]thiazinan-2-yl)-8-hydroxy-[1,6]naphthyridine-7-carboxylic acid 2-dimethylcarbamoylmethyl-benzylamide

Guidance literature:

With TEA; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmcl.2006.11.080

upstream raw materials:

[2-({[5-(1,1-dioxo-1λ⁶-[1,2]thiazinan-2-yl)-8-hydroxy-[1,6]naphthyridine-7-carbonyl]-amino}-methyl)-phenyl]-acetic acid tert-butyl ester

5-(1,1-dioxido-1,2-thiazinan-2-yl)-8-hydroxy-1,6-naphthyridine-7-carboxylic acid

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