(R)-Salmeterol 1-hydroxy-2-naphthoic acid salt

Base Information

• Chemical Name: (R)-Salmeterol 1-hydroxy-2-naphthoic acid salt
• CAS No.: 135271-49-7
• Molecular Formula: C36H45NO7
• Molecular Weight: 603.76
• Mol file: 135271-49-7.mol

Synonyms:(R)-Salmeterol 1-hydroxy-2-naphthoic acid salt;1,3-Benzenedimethanol, 4-hydroxy-a1-[[[6-(4-phenylbutoxy)hexyl]amino]methyl]-, (a1R)-, 1-hydroxy-2-naphthalenecarboxylate (salt) (9CI);2-Naphthalenecarboxylic acid, 1-hydroxy-, compd. with (a1R)-4-hydroxy-a1-[[[6-(4-phenylbutoxy)hexyl]amino]methyl]-1,3-benzenedimethanol (1:1) (9CI)

Chemical Property of (R)-Salmeterol 1-hydroxy-2-naphthoic acid salt

Chemical Property:

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-Salmeterol 1-hydroxy-2-naphthoic acid salt

There total 34 articles about (R)-Salmeterol 1-hydroxy-2-naphthoic acid salt 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: 94.1%

salmeterol (89365-50-4,135271-47-5) + 1-hydroxy-2-naphthoic acid (86-48-6) → salmeterol xinafoate (135271-49-7,94749-08-3)

Guidance literature:

In acetone; at 30 ℃; for 0.666667h; Temperature; Solvent;

Reference yield:

6-bromohexyl 4-phenylbutyl ether (94749-73-2) → salmeterol xinafoate (135271-49-7,94749-08-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate / potassium iodide / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

1.2: pH 1 - 1.5

2.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 10 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 - 10 °C

3.2: 0 °C

4.1: hydrogen / palladium 10% on activated carbon / methanol / 2 h / 40 °C / 3677.86 - 4413.43 Torr

5.1: acetone / 1.5 h / 25 - 45 °C

With lithium aluminium tetrahydride; hydrogen; potassium carbonate; palladium 10% on activated carbon; potassium iodide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone;

Reference yield:

2-benzyloxy-5-(2-bromoacetyl)benzoic acid methyl ester (27475-14-5) → salmeterol xinafoate (135271-49-7,94749-08-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 10 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 - 10 °C

2.2: 0 °C

3.1: hydrogen / palladium 10% on activated carbon / methanol / 2 h / 40 °C / 3677.86 - 4413.43 Torr

4.1: acetone / 1.5 h / 25 - 45 °C

With lithium aluminium tetrahydride; hydrogen; potassium carbonate; palladium 10% on activated carbon; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone;

upstream raw materials:

salmeterol

1-hydroxy-2-naphthoic acid

6-bromohexyl 4-phenylbutyl ether

1 ,6-dibromohexane

Refernces

• 1、 -. "Preparation method of Salmeterol Xinafoate". Paragraph 0051; 0057. . Retrieved 2017/08/27.
• 2、 -. "PROCESS FOR THE PREPARATION OF SALMETEROL AND ITS INTERMEDIATES". Page/Page column 29. . Retrieved 2012/03/27.