2-{3-[3-(benzyl-tert-butoxycarbonyl-amino)-propyl]-1H-indol-2-yl}-malonic acid dimethyl ester

Base Information

Chemical Name:2-{3-[3-(benzyl-tert-butoxycarbonyl-amino)-propyl]-1H-indol-2-yl}-malonic acid dimethyl ester
CAS No.:360788-11-0
Molecular Formula:C₂₈H₃₄N₂O₆
Molecular Weight:494.588
Hs Code.:

2-{3-[3-(benzyl-<i>tert</i>-butoxycarbonyl-amino)-propyl]-1<i>H</i>-indol-2-yl}-malonic acid dimethyl ester

Synonyms:2-{3-[3-(benzyl-tert-butoxycarbonyl-amino)-propyl]-1H-indol-2-yl}-malonic acid dimethyl ester

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Chemical Property of 2-{3-[3-(benzyl-tert-butoxycarbonyl-amino)-propyl]-1H-indol-2-yl}-malonic acid dimethyl ester

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Technology Process of 2-{3-[3-(benzyl-tert-butoxycarbonyl-amino)-propyl]-1H-indol-2-yl}-malonic acid dimethyl ester

There total 6 articles about 2-{3-[3-(benzyl-tert-butoxycarbonyl-amino)-propyl]-1H-indol-2-yl}-malonic acid dimethyl 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: 89.0%

: 360788-10-9
benzyl-[3-(1H-indol-3-yl)-propyl]-carbamic acid tert-butyl ester

: lithium dimethylmalonate

: 360788-11-0
2-{3-[3-(benzyl-tert-butoxycarbonyl-amino)-propyl]-1H-indol-2-yl}-malonic acid dimethyl ester

Guidance literature:: benzyl-[3-(1H-indol-3-yl)-propyl]-carbamic acid tert-butyl ester; With tert-butylhypochlorite; triethylamine; In tetrahydrofuran; for 0.333333h;

With zinc(II) chloride; In tetrahydrofuran; for 0.0833333h;

lithium dimethylmalonate; In tetrahydrofuran; at -60 - 20 ℃; Further stages.;
DOI:10.1021/jo000249z

Reference yield:

: [3-(1H-Indol-3-yl)-propyl]-[1-phenyl-meth-(E)-ylidene]-amine

: 360788-11-0
2-{3-[3-(benzyl-tert-butoxycarbonyl-amino)-propyl]-1H-indol-2-yl}-malonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium borohydride / methanol / 0.42 h / 0 °C

2.1: 95 percent / NaOH / tetrahydrofuran / 3 h / 20 °C

3.1: triethylamine; tert-butyl hypochlorite / tetrahydrofuran / 0.33 h

3.2: ZnCl₂ / tetrahydrofuran / 0.08 h

3.3: 89 percent / tetrahydrofuran / -60 - 20 °C

With sodium hydroxide; sodium tetrahydroborate; tert-butylhypochlorite; triethylamine; In tetrahydrofuran; methanol;
DOI:10.1021/jo000249z

Reference yield:

: 87400-38-2
N-benzyl-3-(1H-indol-3-yl)propan-1-amine

: 360788-11-0
2-{3-[3-(benzyl-tert-butoxycarbonyl-amino)-propyl]-1H-indol-2-yl}-malonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 95 percent / NaOH / tetrahydrofuran / 3 h / 20 °C

2.1: triethylamine; tert-butyl hypochlorite / tetrahydrofuran / 0.33 h

2.2: ZnCl₂ / tetrahydrofuran / 0.08 h

2.3: 89 percent / tetrahydrofuran / -60 - 20 °C

With sodium hydroxide; tert-butylhypochlorite; triethylamine; In tetrahydrofuran;
DOI:10.1021/jo000249z