3-methoxy-2,2-dimethylpropionic acid 5-[(R)-[3-(2-acetoxyethoxy)-2-fluoro-5-methoxyphenyl]-(4-{amino[2-methylallyloxycarbonylimino]methyl}phenylamino)methyl]-2-pyrimidin-2-yl-2H-[1,2,4]triazol-3-yloxymethyl ester

Base Information

• Chemical Name: 3-methoxy-2,2-dimethylpropionic acid 5-[(R)-[3-(2-acetoxyethoxy)-2-fluoro-5-methoxyphenyl]-(4-{amino[2-methylallyloxycarbonylimino]methyl}phenylamino)methyl]-2-pyrimidin-2-yl-2H-[1,2,4]triazol-3-yloxymethyl ester
• CAS No.: 1350551-37-9
• Molecular Formula: C₃₇H₄₃FN₈O₁₀
• Molecular Weight: 778.794
• Mol file: 1350551-37-9.mol

Synonyms:3-methoxy-2,2-dimethylpropionic acid 5-[(R)-[3-(2-acetoxyethoxy)-2-fluoro-5-methoxyphenyl]-(4-{amino[2-methylallyloxycarbonylimino]methyl}phenylamino)methyl]-2-pyrimidin-2-yl-2H-[1,2,4]triazol-3-yloxymethyl ester

Chemical Property of 3-methoxy-2,2-dimethylpropionic acid 5-[(R)-[3-(2-acetoxyethoxy)-2-fluoro-5-methoxyphenyl]-(4-{amino[2-methylallyloxycarbonylimino]methyl}phenylamino)methyl]-2-pyrimidin-2-yl-2H-[1,2,4]triazol-3-yloxymethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-methoxy-2,2-dimethylpropionic acid 5-[(R)-[3-(2-acetoxyethoxy)-2-fluoro-5-methoxyphenyl]-(4-{amino[2-methylallyloxycarbonylimino]methyl}phenylamino)methyl]-2-pyrimidin-2-yl-2H-[1,2,4]triazol-3-yloxymethyl ester

There total 31 articles about 3-methoxy-2,2-dimethylpropionic acid 5-[(R)-[3-(2-acetoxyethoxy)-2-fluoro-5-methoxyphenyl]-(4-{amino[2-methylallyloxycarbonylimino]methyl}phenylamino)methyl]-2-pyrimidin-2-yl-2H-[1,2,4]triazol-3-yloxymethyl 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:

C35H41FN8O9 + acetic anhydride (108-24-7) → 3-methoxy-2,2-dimethylpropionic acid 5-[(R)-[3-(2-acetoxyethoxy)-2-fluoro-5-methoxyphenyl]-(4-{amino[2-methylallyloxycarbonylimino]methyl}phenylamino)methyl]-2-pyrimidin-2-yl-2H-[1,2,4]triazol-3-yloxymethyl ester (1350551-37-9)

Guidance literature:

With pyridine; dmap; In N,N-dimethyl acetamide; at 20 ℃; for 2h; Inert atmosphere;

Reference yield:

3-methoxy-2,2-dimethylpropionic acid 5-[[3-(2-acetoxyethoxy)-2-fluoro-5-methoxyphenyl]-(4-{amino[2-methylallyloxycarbonylimino]methyl}phenylamino)methyl]-2-pyrimidin-2-yl-2H-[1,2,4]triazol-3-yloxymethyl ester (1350552-09-8) → 3-methoxy-2,2-dimethylpropionic acid 5-[(R)-[3-(2-acetoxyethoxy)-2-fluoro-5-methoxyphenyl]-(4-{amino[2-methylallyloxycarbonylimino]methyl}phenylamino)methyl]-2-pyrimidin-2-yl-2H-[1,2,4]triazol-3-yloxymethyl ester (1350551-37-9) + 3-methoxy-2,2-dimethylpropionic acid 5-[(S)-[3-(2-acetoxyethoxy)-2-fluoro-5-methoxyphenyl]-(4-{amino[2-methylallyloxycarbonylimino]methyl}phenylamino)methyl]-2-pyrimidin-2-yl-2H-[1,2,4]triazol-3-yloxymethyl ester

Guidance literature:

With SUMICHIRAL OA-2500S; In acetonitrile; Resolution of racemate;

Reference yield:

1-fluoro-4-methoxybenzene (459-60-9) → 3-methoxy-2,2-dimethylpropionic acid 5-[(R)-[3-(2-acetoxyethoxy)-2-fluoro-5-methoxyphenyl]-(4-{amino[2-methylallyloxycarbonylimino]methyl}phenylamino)methyl]-2-pyrimidin-2-yl-2H-[1,2,4]triazol-3-yloxymethyl ester (1350551-37-9)

Guidance literature:

Multi-step reaction with 17 steps

1.1: n-butyllithium; N,N,N',N'',N'''-pentamethyldiethylenetriamine / hexane; tetrahydrofuran / -70 °C / Inert atmosphere

1.2: 1 h

1.3: -10 - 20 °C

2.1: triethylamine / tetrahydrofuran / 20 °C / Cooling with ice; Inert atmosphere

3.1: n-butyllithium; N,N,N',N'',N'''-pentamethyldiethylenetriamine / hexane; tetrahydrofuran / 3 h / -72 - -56 °C / Inert atmosphere

3.3: 10 - 20 °C

4.1: guanidine hydrochloride / methanol / 1.5 h / 40 °C / Inert atmosphere

4.2: 22 h / 40 °C

5.1: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 13.5 h / 70 °C / Inert atmosphere

6.1: water; diammonium sulfide / tetrahydrofuran; methanol / 20 °C

7.1: acetonitrile / 0.83 h / 20 °C / Cooling

8.1: 2,4,6-trimethyl-pyridine / ethyl acetate; toluene / 85 °C

9.1: triethylamine / toluene / 4.17 h / 50 - 110 °C

10.1: acetic acid; 2-picoline borane complex / water; methanol / 24 h / 20 °C

11.1: sodium hydroxide; water / tetrahydrofuran; methanol / 23.5 h / 20 °C

11.2: 0.33 h

12.1: acetyl chloride; methanol / 18.5 h / 5 - 10 °C

12.2: 18 h / 10 - 20 °C

12.3: 18 h / 20 °C

13.1: triethylamine / methanol / 0.25 h / 60 °C

13.2: 23 h / 0 - 20 °C

14.1: hydrogenchloride / ethanol; water; methanol / 20 °C

15.1: potassium carbonate / dimethyl sulfoxide / 96 h / 20 °C

16.1: triethylamine / dmap / N,N-dimethyl-formamide / 1.33 h / 20 °C

17.1: rubidium carbonate / N,N-dimethyl acetamide / 1.25 h / 85 °C / Inert atmosphere

With rubidium carbonate; 2,4,6-trimethyl-pyridine; hydrogenchloride; methanol; diammonium sulfide; n-butyllithium; 2-picoline borane complex; N,N,N',N'',N'''-pentamethyldiethylenetriamine; water; guanidine hydrochloride; potassium carbonate; acetic acid; triethylamine; acetyl chloride; sodium iodide; sodium hydroxide; dmap; In tetrahydrofuran; methanol; ethanol; hexane; N,N-dimethyl acetamide; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;

upstream raw materials:

acetic anhydride

1-fluoro-4-methoxybenzene

2-hydroxy-4-methoxy-fluorobenzene

3-Hydroxy-2,2-dimethylpropanoic acid

Downstream raw materials:

3-methoxy-2,2-dimethylpropionic acid 5-[(R)-[3-(2-acetoxyethoxy)-2-fluoro-5-methoxyphenyl]-(4-{amino[2-methylallyloxycarbonylimino]methyl}phenylamino)methyl]-2-pyrimidin-2-yl-2H-[1,2,4]triazol-3-yloxymethyl ester methanesulfonate

3-methoxy-2,2-dimethylpropionic acid 5-[(R)-[3-(2-acetoxyethoxy)-2-fluoro-5-methoxyphenyl]-(4-{amino[2-methylallyloxycarbonylimino]methyl}phenylamino)methyl]-2-pyrimidin-2-yl-2H-[1,2,4]triazol-3-yloxymethyl ester hydrochloride