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

Base Information

Chemical Name:[2-(2-benzylsulfinyl-1H-indol-3-yl)-ethyl]phenylacetylcarbamate
CAS No.:712273-37-5
Molecular Formula:C₂₉H₃₀N₂O₄S
Molecular Weight:502.634
Hs Code.:

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

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

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

There total 7 articles about [2-(2-benzylsulfinyl-1H-indol-3-yl)-ethyl]phenylacetylcarbamate 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: 94.0%

: 712273-36-4
tert-butyl phenylacetyl-[2-(2-phenylsulfanyl-1H-indol-3-yl)ethyl]carbamate

: 712273-37-5
[2-(2-benzylsulfinyl-1H-indol-3-yl)-ethyl]phenylacetylcarbamate

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -5 ℃; for 0.5h;
DOI:10.1021/ol0493406 DOI:10.1021/jo050896w

Reference yield:

: 61-54-1
tryptamine

: 712273-37-5
[2-(2-benzylsulfinyl-1H-indol-3-yl)-ethyl]phenylacetylcarbamate

Guidance literature:: Multi-step reaction with 6 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

4: 90 percent / lithium hexamethyldisilazide; 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / 20 °C

5: 100 percent / hydrogen / Pd(OH)2/C / tetrahydrofuran / 1 h / 20 °C

6: 94 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 0.5 h / -5 °C

With hydrogenchloride; dmap; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1021/jo050896w

Reference yield:

: 19462-24-9
N-phenylacetyltryptamine

: 712273-37-5
[2-(2-benzylsulfinyl-1H-indol-3-yl)-ethyl]phenylacetylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: 90 percent / lithium hexamethyldisilazide; 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / 20 °C

4: 100 percent / hydrogen / Pd(OH)2/C / tetrahydrofuran / 1 h / 20 °C

5: 94 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 0.5 h / -5 °C

With hydrogenchloride; dmap; hydrogen; sodium hydride; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1021/jo050896w