Technology Process of 2-((6R)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-isoxazolo[5,4-c]thieno[2,3-e]azepin-6-yl)acetic acid
There total 12 articles about 2-((6R)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-isoxazolo[5,4-c]thieno[2,3-e]azepin-6-yl)acetic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
trifluoroacetic acid;
In
chloroform;
at 36 ℃;
DOI:10.1021/ml4001485
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate / 1,4-dioxane; butan-1-ol / 1 h / 100 °C / Inert atmosphere
2.1: sodium methylate; methanol / 1.5 h
3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C
3.2: -78 - 20 °C
4.1: titanium(IV) tetraethanolate / dichloromethane / 24 h / 20 °C
5.1: 1-methyl-pyrrolidin-2-one / 6.17 h / -8.5 - 5 °C
6.1: hydrogenchloride / 1,4-dioxane; methanol / 0.25 h / 20 °C
7.1: isopropylmagnesium bromide / tetrahydrofuran; 2-methyltetrahydrofuran / -20 - 20 °C
8.1: phosphorus pentachloride / dichloromethane / 1.5 h / 20 °C
9.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / toluene; water / 95 °C
10.1: trifluoroacetic acid / chloroform / 36 °C
With
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; hydrogenchloride; methanol; titanium(IV) tetraethanolate; potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); tetrakis(triphenylphosphine) palladium(0); oxalyl dichloride; phosphorus pentachloride; isopropylmagnesium bromide; sodium methylate; potassium carbonate; dimethyl sulfoxide; trifluoroacetic acid;
In
tetrahydrofuran; 2-methyltetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; chloroform; water; toluene; butan-1-ol;
1.1: |Suzuki Coupling / 3.1: |Swern Oxidation / 3.2: |Swern Oxidation / 9.1: |Suzuki Coupling;
DOI:10.1021/ml4001485
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 20 °C
2.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate / 1,4-dioxane; butan-1-ol / 1 h / 100 °C / Inert atmosphere
3.1: sodium methylate; methanol / 1.5 h
4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C
4.2: -78 - 20 °C
5.1: titanium(IV) tetraethanolate / dichloromethane / 24 h / 20 °C
6.1: 1-methyl-pyrrolidin-2-one / 6.17 h / -8.5 - 5 °C
7.1: hydrogenchloride / 1,4-dioxane; methanol / 0.25 h / 20 °C
8.1: isopropylmagnesium bromide / tetrahydrofuran; 2-methyltetrahydrofuran / -20 - 20 °C
9.1: phosphorus pentachloride / dichloromethane / 1.5 h / 20 °C
10.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / toluene; water / 95 °C
11.1: trifluoroacetic acid / chloroform / 36 °C
With
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; hydrogenchloride; methanol; titanium(IV) tetraethanolate; potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium(0); oxalyl dichloride; phosphorus pentachloride; isopropylmagnesium bromide; sodium methylate; potassium carbonate; dimethyl sulfoxide; trifluoroacetic acid;
In
tetrahydrofuran; 2-methyltetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; toluene; butan-1-ol;
2.1: |Suzuki Coupling / 4.1: |Swern Oxidation / 4.2: |Swern Oxidation / 10.1: |Suzuki Coupling;
DOI:10.1021/ml4001485
