6-(2,5-dimethoxy-4-(2-[N-(tert-butoxycarbonyl)]aminopropyl)phenyl)hexyl thioacetate

Base Information

• Chemical Name: 6-(2,5-dimethoxy-4-(2-[N-(tert-butoxycarbonyl)]aminopropyl)phenyl)hexyl thioacetate
• CAS No.: 374808-61-4
• Molecular Formula: C₂₄H₃₉NO₅S
• Molecular Weight: 453.643
• Mol file: 374808-61-4.mol

Synonyms:6-(2,5-dimethoxy-4-(2-[N-(tert-butoxycarbonyl)]aminopropyl)phenyl)hexyl thioacetate

Chemical Property of 6-(2,5-dimethoxy-4-(2-[N-(tert-butoxycarbonyl)]aminopropyl)phenyl)hexyl thioacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(2,5-dimethoxy-4-(2-[N-(tert-butoxycarbonyl)]aminopropyl)phenyl)hexyl thioacetate

There total 11 articles about 6-(2,5-dimethoxy-4-(2-[N-(tert-butoxycarbonyl)]aminopropyl)phenyl)hexyl thioacetate 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: 73.0%

6-(2,5-dimethoxy-4-(2-[N-(tert-butoxycarbonyl)]aminopropyl)phenyl)hexyl bromide (374808-60-3) + potassium thioacetate (10387-40-3) → 6-(2,5-dimethoxy-4-(2-[N-(tert-butoxycarbonyl)]aminopropyl)phenyl)hexyl thioacetate (374808-61-4)

Guidance literature:

6-(2,5-dimethoxy-4-(2-[N-(tert-butoxycarbonyl)]aminopropyl)phenyl)hexyl bromide; With 4 A molecular sieve; In N,N-dimethyl-formamide; at 22 ℃; for 1h;

potassium thioacetate; In N,N-dimethyl-formamide; at 22 ℃; for 18h;

DOI:10.3390/71100777

Reference yield:

6-(2,5-dimethoxyphenyl)-6-oxohexanoic acid (79381-16-1) → 6-(2,5-dimethoxy-4-(2-[N-(tert-butoxycarbonyl)]aminopropyl)phenyl)hexyl thioacetate (374808-61-4)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 94 percent / conc. H₂SO₄ / 18 h / Heating

2.1: 33 percent / zinc amalgam; conc. HCl / methanol / 3 h / Heating

3.1: phosphorus oxychloride / 2 h / Heating

3.2: 35 percent / H₂O / 18 h / 20 °C

4.1: 35 percent / ammonium acetate / acetic acid / 4 h / Heating

5.1: 66 percent / lithium aluminum hydride / diethyl ether / 48 h / Heating

6.1: HCl / methanol

6.2: 47 percent / potassium carbonate / H₂O / 20 °C

7.1: 30 percent / triphenylphosphine; N-bromosuccinimide / CH₂Cl₂ / 0 - 22 °C

8.1: molecular sieves 4 Angstroem / dimethylformamide / 1 h / 22 °C

8.2: 73 percent / dimethylformamide / 18 h / 22 °C

With ammonium acetate; hydrogenchloride; amalgamated zinc; N-Bromosuccinimide; lithium aluminium tetrahydride; 4 A molecular sieve; sulfuric acid; triphenylphosphine; trichlorophosphate; In methanol; diethyl ether; dichloromethane; acetic acid; N,N-dimethyl-formamide; 3.1: Vilsmeier-Haack formylation;

DOI:10.3390/71100777

Reference yield:

Adipic acid dichloride (111-50-2) → 6-(2,5-dimethoxy-4-(2-[N-(tert-butoxycarbonyl)]aminopropyl)phenyl)hexyl thioacetate (374808-61-4)

Guidance literature:

Multi-step reaction with 10 steps

1.1: aluminum chloride / nitrobenzene / 23 h / 0 - 20 °C

2.1: 11.4 g / 3 M NaOH

3.1: 94 percent / conc. H₂SO₄ / 18 h / Heating

4.1: 33 percent / zinc amalgam; conc. HCl / methanol / 3 h / Heating

5.1: phosphorus oxychloride / 2 h / Heating

5.2: 35 percent / H₂O / 18 h / 20 °C

6.1: 35 percent / ammonium acetate / acetic acid / 4 h / Heating

7.1: 66 percent / lithium aluminum hydride / diethyl ether / 48 h / Heating

8.1: HCl / methanol

8.2: 47 percent / potassium carbonate / H₂O / 20 °C

9.1: 30 percent / triphenylphosphine; N-bromosuccinimide / CH₂Cl₂ / 0 - 22 °C

10.1: molecular sieves 4 Angstroem / dimethylformamide / 1 h / 22 °C

10.2: 73 percent / dimethylformamide / 18 h / 22 °C

With ammonium acetate; hydrogenchloride; sodium hydroxide; amalgamated zinc; N-Bromosuccinimide; lithium aluminium tetrahydride; aluminium trichloride; 4 A molecular sieve; sulfuric acid; triphenylphosphine; trichlorophosphate; In methanol; diethyl ether; dichloromethane; acetic acid; nitrobenzene; N,N-dimethyl-formamide; 1.1: Friedel-Crafts acylation / 5.1: Vilsmeier-Haack formylation;

DOI:10.3390/71100777

upstream raw materials:

6-(2,5-dimethoxy-4-(2-[N-(tert-butoxycarbonyl)]aminopropyl)phenyl)hexyl bromide

potassium thioacetate

6-(2,5-dimethoxyphenyl)-6-oxohexanoic acid

Adipic acid dichloride

Downstream raw materials:

6-(2,5-dimethoxy-4-(2-[N-(tert-butoxycarbonyl)]aminopropyl)phenyl)hexyl thiol