(R)-tert-butyl 4-(4-(5-((4-(13-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,5,8,11-tetraoxatridecyl)-1H-1,2,3-triazol-1-yl)methyl)-2-oxooxazolidin-3-yl)-2-fluoro phenyl)piperazine-1-carboxylate

Base Information

• Chemical Name: (R)-tert-butyl 4-(4-(5-((4-(13-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,5,8,11-tetraoxatridecyl)-1H-1,2,3-triazol-1-yl)methyl)-2-oxooxazolidin-3-yl)-2-fluoro phenyl)piperazine-1-carboxylate
• CAS No.: 1308299-16-2
• Molecular Formula: C₃₄H₄₈FN₉O₉
• Molecular Weight: 745.808
• Mol file: 1308299-16-2.mol

Synonyms:(R)-tert-butyl 4-(4-(5-((4-(13-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,5,8,11-tetraoxatridecyl)-1H-1,2,3-triazol-1-yl)methyl)-2-oxooxazolidin-3-yl)-2-fluoro phenyl)piperazine-1-carboxylate

Chemical Property of (R)-tert-butyl 4-(4-(5-((4-(13-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,5,8,11-tetraoxatridecyl)-1H-1,2,3-triazol-1-yl)methyl)-2-oxooxazolidin-3-yl)-2-fluoro phenyl)piperazine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-tert-butyl 4-(4-(5-((4-(13-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,5,8,11-tetraoxatridecyl)-1H-1,2,3-triazol-1-yl)methyl)-2-oxooxazolidin-3-yl)-2-fluoro phenyl)piperazine-1-carboxylate

There total 5 articles about (R)-tert-butyl 4-(4-(5-((4-(13-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,5,8,11-tetraoxatridecyl)-1H-1,2,3-triazol-1-yl)methyl)-2-oxooxazolidin-3-yl)-2-fluoro phenyl)piperazine-1-carboxylate 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: 52.0%

(S)-N-[3-[3-fluoro-4-[N-t-butoxycarbonylpiperazin-1-yl]phenyl]-2-oxooxazolidin-5-ylmethyl]azide (154590-64-4) + 4-amino-1-(3,6,9,12-tetraoxapentadec-14-ynyl)pyrimidin-2(1H)-one (1308299-10-6) → (R)-tert-butyl 4-(4-(5-((4-(13-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,5,8,11-tetraoxatridecyl)-1H-1,2,3-triazol-1-yl)methyl)-2-oxooxazolidin-3-yl)-2-fluoro phenyl)piperazine-1-carboxylate (1308299-16-2)

Guidance literature:

With copper(l) iodide; triethylamine; In acetonitrile; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.2174/157340611794072670

Reference yield:

Tetraethylene glycol (112-60-7) → (R)-tert-butyl 4-(4-(5-((4-(13-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,5,8,11-tetraoxatridecyl)-1H-1,2,3-triazol-1-yl)methyl)-2-oxooxazolidin-3-yl)-2-fluoro phenyl)piperazine-1-carboxylate (1308299-16-2)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hydride / 1,4-dioxane; toluene; mineral oil / 20 °C

2: pyridine / dichloromethane / 0 - 20 °C

3: potassium bromide / N,N-dimethyl-formamide / 100 °C

4: potassium carbonate / N,N-dimethyl-formamide / 100 °C

5: copper(l) iodide; triethylamine / acetonitrile / 2 h / 20 °C / Inert atmosphere

With pyridine; copper(l) iodide; sodium hydride; potassium carbonate; triethylamine; potassium bromide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;

DOI:10.2174/157340611794072670

Reference yield:

triethylene glycol 2-bromoethyl propargyl ether (1308299-09-3,2055105-25-2) → (R)-tert-butyl 4-(4-(5-((4-(13-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,5,8,11-tetraoxatridecyl)-1H-1,2,3-triazol-1-yl)methyl)-2-oxooxazolidin-3-yl)-2-fluoro phenyl)piperazine-1-carboxylate (1308299-16-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 100 °C

2: copper(l) iodide; triethylamine / acetonitrile / 2 h / 20 °C / Inert atmosphere

With copper(l) iodide; potassium carbonate; triethylamine; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.2174/157340611794072670

upstream raw materials:

(S)-N-[3-[3-fluoro-4-[N-t-butoxycarbonylpiperazin-1-yl]phenyl]-2-oxooxazolidin-5-ylmethyl]azide

4-amino-1-(3,6,9,12-tetraoxapentadec-14-ynyl)pyrimidin-2(1H)-one

toluene-4-sulfonic acid 2-{2-[2-(2-ethynyloxyethoxy)-ethoxy]-ethoxy}-ethyl ester

triethylene glycol 2-bromoethyl propargyl ether