4-[(1R)-2-((6-[4-(1,1-dioxido-2,3-dihydrobenzothiophen-6-yl)butoxy]hexyl)amino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol acetate salt

Base Information

• Chemical Name: 4-[(1R)-2-((6-[4-(1,1-dioxido-2,3-dihydrobenzothiophen-6-yl)butoxy]hexyl)amino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol acetate salt
• CAS No.: 1520073-15-7
• Molecular Formula: C₂H₄O₂*C₂₇H₃₉NO₆S
• Molecular Weight: 565.728
• Mol file: 1520073-15-7.mol

Synonyms:

Chemical Property of 4-[(1R)-2-((6-[4-(1,1-dioxido-2,3-dihydrobenzothiophen-6-yl)butoxy]hexyl)amino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol acetate salt

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(1R)-2-((6-[4-(1,1-dioxido-2,3-dihydrobenzothiophen-6-yl)butoxy]hexyl)amino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol acetate salt

There total 5 articles about 4-[(1R)-2-((6-[4-(1,1-dioxido-2,3-dihydrobenzothiophen-6-yl)butoxy]hexyl)amino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol acetate 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: 21.0%

(2R)-hydroxy-2-(2,2-dimethyl-4H-1,3-benzodioxine-6-yl)-ethylamine (208925-08-0) + 6-{4-[(6-bromohexyl)oxy]butyl}-2,3-dihydro-1-benzothiophene 1,1-dioxide (855997-34-1) + 6-{4-[(6-iodohexyl)oxy]butyl}-2,3-dihydro-1-benzothiophene 1,1-dioxide (855997-40-9) + acetic acid (64-19-7,77671-22-8) → 4-[(1R)-2-((6-[4-(1,1-dioxido-2,3-dihydrobenzothiophen-6-yl)butoxy]hexyl)amino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol acetate salt (1520073-15-7)

Guidance literature:

In water; N,N-dimethyl-formamide; at 20 - 65 ℃; for 0.25h;

DOI:10.1021/jm401532g

Reference yield:

1 ,6-dibromohexane (629-03-8) → 4-[(1R)-2-((6-[4-(1,1-dioxido-2,3-dihydrobenzothiophen-6-yl)butoxy]hexyl)amino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol acetate salt (1520073-15-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide; tetrabutylammomium bromide / 18 h / 20 °C / Inert atmosphere

2.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

2.2: 2 h / 65 °C / Inert atmosphere

3.1: water; N,N-dimethyl-formamide / 0.25 h / 20 - 65 °C

With tetrabutylammomium bromide; 9-bora-bicyclo[3.3.1]nonane; sodium hydroxide; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/jm401532g

Reference yield:

stattic (19983-44-9) → 4-[(1R)-2-((6-[4-(1,1-dioxido-2,3-dihydrobenzothiophen-6-yl)butoxy]hexyl)amino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol acetate salt (1520073-15-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogen; palladium 10% on activated carbon / ethyl acetate; acetic acid

2.1: hydrogenchloride; sodium nitrite / water / 0.25 h

2.2: 0.5 h / 65 °C

3.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

3.2: 2 h / 65 °C / Inert atmosphere

4.1: water; N,N-dimethyl-formamide / 0.25 h / 20 - 65 °C

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; 9-bora-bicyclo[3.3.1]nonane; sodium nitrite; In tetrahydrofuran; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm401532g

upstream raw materials:

1 ,6-dibromohexane

(2R)-hydroxy-2-(2,2-dimethyl-4H-1,3-benzodioxine-6-yl)-ethylamine

6-{4-[(6-bromohexyl)oxy]butyl}-2,3-dihydro-1-benzothiophene 1,1-dioxide

6-{4-[(6-iodohexyl)oxy]butyl}-2,3-dihydro-1-benzothiophene 1,1-dioxide