tert-butyl 7-(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolyl)-3-methyl-4,5,6,7-tetrahydro-1H-indole-2-carboxylate

Base Information

Chemical Name:tert-butyl 7-(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolyl)-3-methyl-4,5,6,7-tetrahydro-1H-indole-2-carboxylate
CAS No.:201665-63-6
Molecular Formula:C₂₉H₃₆N₂O₄
Molecular Weight:476.616
Hs Code.:

Synonyms:tert-butyl 7-(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolyl)-3-methyl-4,5,6,7-tetrahydro-1H-indole-2-carboxylate

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Chemical Property of tert-butyl 7-(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolyl)-3-methyl-4,5,6,7-tetrahydro-1H-indole-2-carboxylate

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Technology Process of tert-butyl 7-(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolyl)-3-methyl-4,5,6,7-tetrahydro-1H-indole-2-carboxylate

There total 6 articles about tert-butyl 7-(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolyl)-3-methyl-4,5,6,7-tetrahydro-1H-indole-2-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: 78.0%

: 51089-83-9
benzyl 4-ethyl-3-methyl-1H-pyrrole-2-carboxylate

: 123430-63-7
tert-butyl 7-hydroxy-3-methyl-4,5,6,7-tetrahydro-1H-indole-2-carboxylate

: 201665-63-6
tert-butyl 7-(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolyl)-3-methyl-4,5,6,7-tetrahydro-1H-indole-2-carboxylate

Guidance literature:: With toluene-4-sulfonic acid; In acetic acid; at 20 ℃; for 2h;
DOI:10.1016/S0040-4020(97)10288-5

Reference yield:

: 1694-31-1
tert-butyl acetoacetate

: 201665-63-6
tert-butyl 7-(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolyl)-3-methyl-4,5,6,7-tetrahydro-1H-indole-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: conc. HCl; sodium nitrite / H₂O / salt/ice cooling

1.2: 96 percent / sodium acetate / H₂O; ethanol / 1.5 h / 0 - 20 °C

2.1: 38 percent / sodium acetate; zinc / acetic acid / 100 - 110 °C

3.1: 56 percent / acetic anhydride; lead tetraacetate / acetic acid / 16 h / 20 °C

4.1: 78 percent / p-toluenesulfonic acid / acetic acid / 2 h / 20 °C

With lead(IV) acetate; hydrogenchloride; sodium acetate; acetic anhydride; toluene-4-sulfonic acid; zinc; sodium nitrite; In water; acetic acid; 1.1: Diazotization / 1.2: Condensation / 2.1: Knorr condensation / 3.1: Oxidation / 4.1: Condensation;
DOI:10.1016/S0040-4020(97)10288-5

Reference yield:

: 31108-36-8
tert-butyl 2,3-dioxobutanoate-2-phenylhydrazone

: 201665-63-6
tert-butyl 7-(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolyl)-3-methyl-4,5,6,7-tetrahydro-1H-indole-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 38 percent / sodium acetate; zinc / acetic acid / 100 - 110 °C

2: 56 percent / acetic anhydride; lead tetraacetate / acetic acid / 16 h / 20 °C

3: 78 percent / p-toluenesulfonic acid / acetic acid / 2 h / 20 °C

With lead(IV) acetate; sodium acetate; acetic anhydride; toluene-4-sulfonic acid; zinc; In acetic acid; 1: Knorr condensation / 2: Oxidation / 3: Condensation;
DOI:10.1016/S0040-4020(97)10288-5