RE₁₇₄

Base Information

• Chemical Name: RE₁₇₄
• CAS No.: 1607800-51-0
• Molecular Formula: C₃₁H₃₂ClNO₅
• Molecular Weight: 534.052
• Mol file: 1607800-51-0.mol

Synonyms:RE₁₇₄

Chemical Property of RE₁₇₄

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of RE₁₇₄

There total 12 articles about RE₁₇₄ 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: 61.0%

C47H50ClNO5Si (1607800-24-7) → RE174 (1607800-51-0)

Guidance literature:

With tris(dimethylamino)sulfonium trimethylsilyldifluoride; In N,N-dimethyl-formamide; at 0 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.bmc.2014.03.012

Reference yield:

3-(3-Methoxy-phenyl)-propionic acid (10516-71-9) → RE174 (1607800-51-0)

Guidance literature:

Multi-step reaction with 12 steps

1.1: sulfuric acid / 1 h / Reflux; Inert atmosphere

2.1: diisobutylaluminium hydride / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

3.2: 0.33 h / 20 °C / Inert atmosphere

4.1: toluene / 0.33 h / Inert atmosphere; Reflux

5.1: hydrogen; palladium on activated charcoal / ethanol / 14 h / 20 °C / Inert atmosphere

6.1: hydrogen bromide / acetic acid / 44 h / Inert atmosphere; Reflux

7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / N,N-dimethyl-formamide / 11 h / 0 - 20 °C / Inert atmosphere

8.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 1 h / 0 - 20 °C / Inert atmosphere

9.1: Lawessons reagent / tetrahydrofuran / 0.25 h / Inert atmosphere; Reflux

10.1: potassium carbonate / acetone / 7.5 h / 20 °C / Inert atmosphere

11.1: dichloromethane / 48 h / 20 °C / Inert atmosphere; Molecular sieve

12.1: tris(dimethylamino)sulfonium trimethylsilyldifluoride / N,N-dimethyl-formamide / 5 h / 0 °C / Inert atmosphere

With Lawessons reagent; dmap; oxalyl dichloride; sulfuric acid; palladium on activated charcoal; tris(dimethylamino)sulfonium trimethylsilyldifluoride; hydrogen bromide; hydrogen; sodium hydride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetone; toluene; 4.1: |Wittig Olefination;

DOI:10.1016/j.bmc.2014.03.012

Reference yield:

methyl 3-(3-methoxyphenyl)propionate (50704-52-4) → RE174 (1607800-51-0)

Guidance literature:

Multi-step reaction with 11 steps

1.1: diisobutylaluminium hydride / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

2.2: 0.33 h / 20 °C / Inert atmosphere

3.1: toluene / 0.33 h / Inert atmosphere; Reflux

4.1: hydrogen; palladium on activated charcoal / ethanol / 14 h / 20 °C / Inert atmosphere

5.1: hydrogen bromide / acetic acid / 44 h / Inert atmosphere; Reflux

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / N,N-dimethyl-formamide / 11 h / 0 - 20 °C / Inert atmosphere

7.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 1 h / 0 - 20 °C / Inert atmosphere

8.1: Lawessons reagent / tetrahydrofuran / 0.25 h / Inert atmosphere; Reflux

9.1: potassium carbonate / acetone / 7.5 h / 20 °C / Inert atmosphere

10.1: dichloromethane / 48 h / 20 °C / Inert atmosphere; Molecular sieve

11.1: tris(dimethylamino)sulfonium trimethylsilyldifluoride / N,N-dimethyl-formamide / 5 h / 0 °C / Inert atmosphere

With Lawessons reagent; dmap; oxalyl dichloride; palladium on activated charcoal; tris(dimethylamino)sulfonium trimethylsilyldifluoride; hydrogen bromide; hydrogen; sodium hydride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetone; toluene; 3.1: |Wittig Olefination;

DOI:10.1016/j.bmc.2014.03.012

upstream raw materials:

3-(3-Methoxy-phenyl)-propionic acid

methyl 3-(3-methoxyphenyl)propionate

3-(3-methoxyphenyl)propan-1-ol

3-(m-methoxyphenyl)propanal