Technology Process of 4-azidomethyl-1-phenethyl-1H-indole-7-carboxylic acid methyl ester
There total 4 articles about 4-azidomethyl-1-phenethyl-1H-indole-7-carboxylic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
1-phenethyl-1H-indole-4,7-dicarboxylic acid dimethyl ester;
With
lithium hydroxide;
In
methanol;
at 20 ℃;
for 16h;
With
borane-THF;
In
tetrahydrofuran;
at 20 ℃;
for 4h;
With
di-isopropyl azodicarboxylate; diphenylphosphoranyl azide; triphenylphosphine;
In
tetrahydrofuran;
at 20 ℃;
for 16h;
DOI:10.1016/j.bmcl.2005.05.014
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 93 percent / NaH / tetrahydrofuran / 2 h / 70 °C
2.1: 68 percent / hydroquinone / toluene / 66 h / 80 °C
3.1: aq. LiOH / methanol / 16 h / 20 °C
3.2: BH3*THF / tetrahydrofuran / 4 h / 20 °C
3.3: 25 percent / PPh3; diphenylphosphorylazide; diisopropylazodicarboxylate / tetrahydrofuran / 16 h / 20 °C
With
lithium hydroxide; sodium hydride; hydroquinone;
In
tetrahydrofuran; methanol; toluene;
1.1: Wittig reaction;
DOI:10.1016/j.bmcl.2005.05.014
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 76 percent / tetrabutylammonium bromide; Cs2CO3 / dimethylformamide / 9 h / 80 °C
2.1: 93 percent / NaH / tetrahydrofuran / 2 h / 70 °C
3.1: 68 percent / hydroquinone / toluene / 66 h / 80 °C
4.1: aq. LiOH / methanol / 16 h / 20 °C
4.2: BH3*THF / tetrahydrofuran / 4 h / 20 °C
4.3: 25 percent / PPh3; diphenylphosphorylazide; diisopropylazodicarboxylate / tetrahydrofuran / 16 h / 20 °C
With
lithium hydroxide; tetrabutylammomium bromide; sodium hydride; caesium carbonate; hydroquinone;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene;
2.1: Wittig reaction;
DOI:10.1016/j.bmcl.2005.05.014