3-(2-phenylacetylamino-ethyl)-2-phenylsulfanyl-indole-1-carboxylic acid naphthalen-2-ylmethyl ester

Base Information

• Chemical Name: 3-(2-phenylacetylamino-ethyl)-2-phenylsulfanyl-indole-1-carboxylic acid naphthalen-2-ylmethyl ester
• CAS No.: 712273-39-7
• Molecular Formula: C₃₆H₃₀N₂O₃S
• Molecular Weight: 570.712
• Mol file: 712273-39-7.mol

Synonyms:3-(2-phenylacetylamino-ethyl)-2-phenylsulfanyl-indole-1-carboxylic acid naphthalen-2-ylmethyl ester

Chemical Property of 3-(2-phenylacetylamino-ethyl)-2-phenylsulfanyl-indole-1-carboxylic acid naphthalen-2-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2-phenylacetylamino-ethyl)-2-phenylsulfanyl-indole-1-carboxylic acid naphthalen-2-ylmethyl ester

There total 4 articles about 3-(2-phenylacetylamino-ethyl)-2-phenylsulfanyl-indole-1-carboxylic acid naphthalen-2-ylmethyl ester 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%

naphthalene-2-methyloxy chloroformate (141700-30-3) + 2-phenyl-N-[2-(2-phenylsulfanyl-1H-indol-3-yl)ethyl]acetamide (712273-38-6) → 3-(2-phenylacetylamino-ethyl)-2-phenylsulfanyl-indole-1-carboxylic acid naphthalen-2-ylmethyl ester (712273-39-7)

Guidance literature:

With dmap; sodium hydride; In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1021/ol0493406

Reference yield:

tryptamine (61-54-1) → 3-(2-phenylacetylamino-ethyl)-2-phenylsulfanyl-indole-1-carboxylic acid naphthalen-2-ylmethyl ester (712273-39-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / ethyldiisopropylamine / tetrahydrofuran / 0.5 h

2: 84 percent / hydrochloric acid / dioxane / 0.08 h

3: 69 percent / NaH; 4-(dimethylamino)pyridine / tetrahydrofuran / 5 h

With hydrogenchloride; dmap; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/jo050896w

Reference yield:

N-phenylacetyltryptamine (19462-24-9) → 3-(2-phenylacetylamino-ethyl)-2-phenylsulfanyl-indole-1-carboxylic acid naphthalen-2-ylmethyl ester (712273-39-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / hydrochloric acid / dioxane / 0.08 h

2: 69 percent / NaH; 4-(dimethylamino)pyridine / tetrahydrofuran / 5 h

With hydrogenchloride; dmap; sodium hydride; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/jo050896w

upstream raw materials:

naphthalene-2-methyloxy chloroformate

2-phenyl-N-[2-(2-phenylsulfanyl-1H-indol-3-yl)ethyl]acetamide

tryptamine

N-phenylacetyltryptamine

Downstream raw materials:

tert-butyl [2-(2-benzenesulfinyl-1H-indol-3-yl)-ethyl]-[1-(t-butyldimethylsilanyloxy)-2-phenyl-vinyl]carbamate

tert-butyl phenylacetyl-[2-(2-phenylsulfanyl-1H-indol-3-yl)ethyl]carbamate

[2-(2-benzylsulfinyl-1H-indol-3-yl)-ethyl]phenylacetylcarbamate

tert-butyl [1-(tert-butyldimethylsilanyloxy)-2-phenylvinyl]-[2-(2-phenylsulfenyl-1H-indol-3-yl)ethyl] carbamate