1-cyclopropyl-6-fluoro-7-{4-[2-fluoro-4-((R)-5-hydroxymethyl-2-oxo-oxazolidin-3-yl)-phenoxymethyl]-4-hydroxy-piperidin-1-yl}-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid

Base Information

• Chemical Name: 1-cyclopropyl-6-fluoro-7-{4-[2-fluoro-4-((R)-5-hydroxymethyl-2-oxo-oxazolidin-3-yl)-phenoxymethyl]-4-hydroxy-piperidin-1-yl}-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid
• CAS No.: 1025097-14-6
• Molecular Formula: C₂₈H₂₈F₂N₄O₈
• Molecular Weight: 586.549
• Mol file: 1025097-14-6.mol

Synonyms:1-cyclopropyl-6-fluoro-7-{4-[2-fluoro-4-((R)-5-hydroxymethyl-2-oxo-oxazolidin-3-yl)-phenoxymethyl]-4-hydroxy-piperidin-1-yl}-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid

Chemical Property of 1-cyclopropyl-6-fluoro-7-{4-[2-fluoro-4-((R)-5-hydroxymethyl-2-oxo-oxazolidin-3-yl)-phenoxymethyl]-4-hydroxy-piperidin-1-yl}-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-cyclopropyl-6-fluoro-7-{4-[2-fluoro-4-((R)-5-hydroxymethyl-2-oxo-oxazolidin-3-yl)-phenoxymethyl]-4-hydroxy-piperidin-1-yl}-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid

There total 6 articles about 1-cyclopropyl-6-fluoro-7-{4-[2-fluoro-4-((R)-5-hydroxymethyl-2-oxo-oxazolidin-3-yl)-phenoxymethyl]-4-hydroxy-piperidin-1-yl}-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic 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: 78.0%

(R)-3-[3-fluoro-4-(4-hydroxypiperidin-4-ylmethoxy)phenyl]-5-hydroxymethyloxazolidin-2-one (1025097-55-5) + 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid (100361-18-0) → 1-cyclopropyl-6-fluoro-7-{4-[2-fluoro-4-((R)-5-hydroxymethyl-2-oxo-oxazolidin-3-yl)-phenoxymethyl]-4-hydroxy-piperidin-1-yl}-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid (1025097-14-6)

Guidance literature:

(R)-3-[3-fluoro-4-(4-hydroxypiperidin-4-ylmethoxy)phenyl]-5-hydroxymethyloxazolidin-2-one; 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid; With chloro-trimethyl-silane; triethylamine; In 1-methyl-pyrrolidin-2-one; at 85 ℃; for 5h;

With hydrogenchloride; methanol; water; for 0.5h;

Reference yield: 78.0%

(R)-3-[fluoro-4-(4-hydroxy-piperidin-4-ylmethoxy)-phenyl]-5-hydroxymethyl-oxazolidin-2-one + 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid (100361-18-0) → 1-cyclopropyl-6-fluoro-7-{4-[2-fluoro-4-((R)-5-hydroxymethyl-2-oxo-oxazolidin-3-yl)-phenoxymethyl]-4-hydroxy-piperidin-1-yl}-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid (1025097-14-6)

Guidance literature:

With chloro-trimethyl-silane; triethylamine; In 1-methyl-pyrrolidin-2-one; at 85 ℃; for 5h;

Reference yield:

(R)-3-(4-benzyloxy-3-fluoro-phenyl)-5-(hydroxymethyl)-oxazolidin-2-one (790703-49-0) → 1-cyclopropyl-6-fluoro-7-{4-[2-fluoro-4-((R)-5-hydroxymethyl-2-oxo-oxazolidin-3-yl)-phenoxymethyl]-4-hydroxy-piperidin-1-yl}-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid (1025097-14-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol

2.1: sodium carbonate / N,N-dimethyl-formamide / 100 °C

3.1: hydrogen / palladium on activated charcoal / methanol; ethyl acetate / 48 h

4.1: chloro-trimethyl-silane; triethylamine / 1-methyl-pyrrolidin-2-one / 5 h / 85 °C

4.2: 0.5 h

With chloro-trimethyl-silane; hydrogen; sodium carbonate; triethylamine; palladium 10% on activated carbon; palladium on activated charcoal; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

(R)-3-[3-fluoro-4-(4-hydroxypiperidin-4-ylmethoxy)phenyl]-5-hydroxymethyloxazolidin-2-one

7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid

(R)-3-(4-benzyloxy-3-fluoro-phenyl)-5-(hydroxymethyl)-oxazolidin-2-one

(R)‐3‐(3‐fluoro‐4‐hydroxyphenyl)‐5‐(hydroxymethyl)oxazolidin‐2‐one

Downstream raw materials:

6-fluoro-7-{4-[2-fluoro-4-((R)-5-hydroxymethyl-2-oxo-oxazolidin-3-yl)-phenoxymethyl]-4-hydroxy-piperidin-1-yl}-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid