naphthalen-2-yl-methyl 3-[2-(t-butoxycarbonyl-phenylacetyl-amino)-ethyl]-2-phenyl-sulfanyl-indole-1-carboxylate

Base Information

Chemical Name:naphthalen-2-yl-methyl 3-[2-(t-butoxycarbonyl-phenylacetyl-amino)-ethyl]-2-phenyl-sulfanyl-indole-1-carboxylate
CAS No.:712273-33-1
Molecular Formula:C₄₁H₃₈N₂O₅S
Molecular Weight:670.829
Hs Code.:

Synonyms:naphthalen-2-yl-methyl 3-[2-(t-butoxycarbonyl-phenylacetyl-amino)-ethyl]-2-phenyl-sulfanyl-indole-1-carboxylate

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Chemical Property of naphthalen-2-yl-methyl 3-[2-(t-butoxycarbonyl-phenylacetyl-amino)-ethyl]-2-phenyl-sulfanyl-indole-1-carboxylate

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Technology Process of naphthalen-2-yl-methyl 3-[2-(t-butoxycarbonyl-phenylacetyl-amino)-ethyl]-2-phenyl-sulfanyl-indole-1-carboxylate

There total 5 articles about naphthalen-2-yl-methyl 3-[2-(t-butoxycarbonyl-phenylacetyl-amino)-ethyl]-2-phenyl-sulfanyl-indole-1-carboxylate 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: 90.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 712273-39-7
3-(2-phenylacetylamino-ethyl)-2-phenylsulfanyl-indole-1-carboxylic acid naphthalen-2-ylmethyl ester

: 712273-33-1
naphthalen-2-yl-methyl 3-[2-(t-butoxycarbonyl-phenylacetyl-amino)-ethyl]-2-phenyl-sulfanyl-indole-1-carboxylate

Guidance literature:: With dmap; lithium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/ol0493406

Reference yield:

: 61-54-1
tryptamine

: 712273-33-1
naphthalen-2-yl-methyl 3-[2-(t-butoxycarbonyl-phenylacetyl-amino)-ethyl]-2-phenyl-sulfanyl-indole-1-carboxylate

Guidance literature:: Multi-step reaction with 4 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

With hydrogenchloride; dmap; sodium hydride; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1021/jo050896w

Reference yield:

: 19462-24-9
N-phenylacetyltryptamine

: 712273-33-1
naphthalen-2-yl-methyl 3-[2-(t-butoxycarbonyl-phenylacetyl-amino)-ethyl]-2-phenyl-sulfanyl-indole-1-carboxylate

Guidance literature:: Multi-step reaction with 3 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

With hydrogenchloride; dmap; sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1021/jo050896w