Technology Process of (1S,4S)-1-azido-4-(3,4-dichloro-phenyl)-1,2,3,4-tetrahydro-naphthalene
There total 8 articles about (1S,4S)-1-azido-4-(3,4-dichloro-phenyl)-1,2,3,4-tetrahydro-naphthalene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
diphenyl-phosphinic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
tetrahydrofuran;
DOI:10.1021/jo971115x
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 86 percent / imidazole; DMAP / CH2Cl2 / 3 h / 20 °C
2: Br2; Et3N / CH2Cl2
3: 510 mg / DBU / benzene / 20 °C
4: 55 percent / (MeCN)2PdCl2; AsPh3 / 1-methyl-pyrrolidin-2-one / 1.5 h / 80 °C
5: 98 percent / TBAF; AcOH / tetrahydrofuran
6: 88 percent / H2 / [Ir(COD)(py)PCy3]PF6 / CH2Cl2 / 3 h / 51714.8 Torr
7: 88 percent / diphenylphosphorylazide; DBU / tetrahydrofuran / 0 - 20 °C
With
1H-imidazole; dmap; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; hydrogen; bromine; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine;
dichloro bis(acetonitrile) palladium(II); Crabtree's catalyst; triphenyl-arsane;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; benzene;
1: Substitution / 2: Bromination / 3: Dehydrobromination / 4: Arylation / 5: Substitution / 6: Catalytic hydrogenation / 7: Substitution;
DOI:10.1016/S0040-4020(99)00456-1
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 55 percent / (MeCN)2PdCl2; AsPh3 / 1-methyl-pyrrolidin-2-one / 1.5 h / 80 °C
2: 98 percent / TBAF; AcOH / tetrahydrofuran
3: 88 percent / H2 / [Ir(COD)(py)PCy3]PF6 / CH2Cl2 / 3 h / 51714.8 Torr
4: 88 percent / diphenylphosphorylazide; DBU / tetrahydrofuran / 0 - 20 °C
With
diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; hydrogen; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene;
dichloro bis(acetonitrile) palladium(II); Crabtree's catalyst; triphenyl-arsane;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane;
1: Arylation / 2: Substitution / 3: Catalytic hydrogenation / 4: Substitution;
DOI:10.1016/S0040-4020(99)00456-1