3-(4-methoxy-1H-indol-3-yl)-2-phenylacetylaminopropionic acid

Base Information

• Chemical Name: 3-(4-methoxy-1H-indol-3-yl)-2-phenylacetylaminopropionic acid
• CAS No.: 406938-52-1
• Molecular Formula: C₂₀H₂₀N₂O₄
• Molecular Weight: 352.39
• Mol file: 406938-52-1.mol

Synonyms:3-(4-methoxy-1H-indol-3-yl)-2-phenylacetylaminopropionic acid

Chemical Property of 3-(4-methoxy-1H-indol-3-yl)-2-phenylacetylaminopropionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4-methoxy-1H-indol-3-yl)-2-phenylacetylaminopropionic acid

There total 5 articles about 3-(4-methoxy-1H-indol-3-yl)-2-phenylacetylaminopropionic acid 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: 69.0%

diethyl 2-(4-methoxy-1H-indol-3-ylmethyl)-2-phenylacetylaminomalonate (507268-57-7) → 3-(4-methoxy-1H-indol-3-yl)-2-phenylacetylaminopropionic acid (406938-52-1)

Guidance literature:

diethyl 2-(4-methoxy-1H-indol-3-ylmethyl)-2-phenylacetylaminomalonate; With sodium hydroxide; In 1,4-dioxane; methanol; at 50 ℃; for 2h;

In 1,4-dioxane; at 100 ℃; for 0.5h;

With sodium hydroxide; In 1,4-dioxane; at 20 ℃; for 1h;

DOI:10.1002/1099-0690(200212)2002:23<3995::AID-EJOC3995>3.0.CO;2-P

Reference yield:

4-methoxy-1H-indole (4837-90-5) → 3-(4-methoxy-1H-indol-3-yl)-2-phenylacetylaminopropionic acid (406938-52-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 99 percent / acetonitrile; acetic acid / 2 h / 20 °C

2.1: 82 percent / EtONa; MeSO₄Me / ethanol / 2 h / 20 °C

3.1: aq. NaOH / methanol; dioxane / 2 h / 50 °C

3.2: dioxane / 0.5 h / 100 °C

3.3: 69 percent / aq. NaOH / dioxane / 1 h / 20 °C

With sodium hydroxide; sodium ethanolate; dimethyl sulfate; In 1,4-dioxane; methanol; ethanol; acetic acid; acetonitrile;

DOI:10.1002/1099-0690(200212)2002:23<3995::AID-EJOC3995>3.0.CO;2-P

Reference yield:

(4-methoxy-1H-indol-3-ylmethyl)dimethylamine (52335-75-8) → 3-(4-methoxy-1H-indol-3-yl)-2-phenylacetylaminopropionic acid (406938-52-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 82 percent / EtONa; MeSO₄Me / ethanol / 2 h / 20 °C

2.1: aq. NaOH / methanol; dioxane / 2 h / 50 °C

2.2: dioxane / 0.5 h / 100 °C

2.3: 69 percent / aq. NaOH / dioxane / 1 h / 20 °C

With sodium hydroxide; sodium ethanolate; dimethyl sulfate; In 1,4-dioxane; methanol; ethanol;

DOI:10.1002/1099-0690(200212)2002:23<3995::AID-EJOC3995>3.0.CO;2-P

upstream raw materials:

diethyl 2-(4-methoxy-1H-indol-3-ylmethyl)-2-phenylacetylaminomalonate

4-methoxy-1H-indole

(4-methoxy-1H-indol-3-ylmethyl)dimethylamine

phenylacetylaminomalonic acid diethyl ester

Downstream raw materials:

4-methoxy-L-tryptophan

(S)-2-benzyloxycarbonylamino-3-(4-methoxy-1H-indol-3-yl)propionic acid

N^α-Cbz-(4-OMe)Trp-Gly-OMe

N^α-Cbz-Trp-(4-OMe)Trp-Gly-OMe