[2-(1H-indol-3-ylmethyl)-3,5-dioxo-1,4-diaza-spiro[5.5]undec-4-yl]-acetic acid benzyl ester

Base Information

Chemical Name:[2-(1H-indol-3-ylmethyl)-3,5-dioxo-1,4-diaza-spiro[5.5]undec-4-yl]-acetic acid benzyl ester
CAS No.:852060-16-3
Molecular Formula:C₂₇H₂₉N₃O₄
Molecular Weight:459.545
Hs Code.:

[2-(1<i>H</i>-indol-3-ylmethyl)-3,5-dioxo-1,4-diaza-spiro[5.5]undec-4-yl]-acetic acid benzyl ester

Synonyms:[2-(1H-indol-3-ylmethyl)-3,5-dioxo-1,4-diaza-spiro[5.5]undec-4-yl]-acetic acid benzyl ester

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Chemical Property of [2-(1H-indol-3-ylmethyl)-3,5-dioxo-1,4-diaza-spiro[5.5]undec-4-yl]-acetic acid benzyl ester

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Technology Process of [2-(1H-indol-3-ylmethyl)-3,5-dioxo-1,4-diaza-spiro[5.5]undec-4-yl]-acetic acid benzyl ester

There total 7 articles about [2-(1H-indol-3-ylmethyl)-3,5-dioxo-1,4-diaza-spiro[5.5]undec-4-yl]-acetic acid benzyl 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: 76.0%

: 852060-15-2
[2-(1H-indol-3-ylmethyl)-3,5-dioxo-1,4-diaza-spiro[5.5]undec-4-yl]-acetic acid methyl ester

: 100-51-6,185532-71-2
benzyl alcohol

: 852060-16-3
[2-(1H-indol-3-ylmethyl)-3,5-dioxo-1,4-diaza-spiro[5.5]undec-4-yl]-acetic acid benzyl ester

Guidance literature:: With 1-chloro-3-hydroxy-1,1,3,3-tetrabutyldistannoxane; In toluene; for 2h; Heating;
DOI:10.1021/jo050146m

Reference yield:

: 7524-52-9,26988-71-6,5619-09-0,14907-27-8,41222-70-2,67557-19-1,109492-62-8
(S)-tryptophan methyl ester hydrochloride

: 852060-16-3
[2-(1H-indol-3-ylmethyl)-3,5-dioxo-1,4-diaza-spiro[5.5]undec-4-yl]-acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / CH₂Cl₂ / 3 h / 20 °C

1.2: 80 percent / ytterbium triflate / CH₂Cl₂ / 21 h / -23 - 20 °C

2.1: 85 percent / sulfuric acid / CH₂Cl₂ / 1 h / 20 °C

3.1: 85 percent / HCl / H₂O / 48 h / 100 °C

4.1: 83 percent / Cs₂CO₃ / acetonitrile / 2 h / 50 °C

5.1: 76 percent / 3-chloro-1-hydroxytetrabutyldistannoxane / toluene / 2 h / Heating

With hydrogenchloride; sulfuric acid; caesium carbonate; 1-chloro-3-hydroxy-1,1,3,3-tetrabutyldistannoxane; triethylamine; In dichloromethane; water; toluene; acetonitrile; 1.2: Strecker reaction;
DOI:10.1021/jo050146m

Reference yield:

: 108-94-1,11119-77-0,9003-41-2,9075-99-4
cyclohexanone

: 852060-16-3
[2-(1H-indol-3-ylmethyl)-3,5-dioxo-1,4-diaza-spiro[5.5]undec-4-yl]-acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / CH₂Cl₂ / 3 h / 20 °C

1.2: 80 percent / ytterbium triflate / CH₂Cl₂ / 21 h / -23 - 20 °C

2.1: 85 percent / sulfuric acid / CH₂Cl₂ / 1 h / 20 °C

3.1: 85 percent / HCl / H₂O / 48 h / 100 °C

4.1: 83 percent / Cs₂CO₃ / acetonitrile / 2 h / 50 °C

5.1: 76 percent / 3-chloro-1-hydroxytetrabutyldistannoxane / toluene / 2 h / Heating

With hydrogenchloride; sulfuric acid; caesium carbonate; 1-chloro-3-hydroxy-1,1,3,3-tetrabutyldistannoxane; triethylamine; In dichloromethane; water; toluene; acetonitrile; 1.2: Strecker reaction;
DOI:10.1021/jo050146m