Technology Process of 2,2-Dimethyl-propionic acid (R)-2-benzyloxycarbonylamino-2-(6'-formyl-6,2',4'-trimethoxy-biphenyl-3-yl)-ethyl ester
There total 13 articles about 2,2-Dimethyl-propionic acid (R)-2-benzyloxycarbonylamino-2-(6'-formyl-6,2',4'-trimethoxy-biphenyl-3-yl)-ethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2-{5'-[(R)-1-Benzyloxycarbonylamino-2-(2,2-dimethyl-propionyloxy)-ethyl]-4,6,2'-trimethoxy-biphenyl-2-yl}-3,4,4-trimethyl-4,5-dihydro-oxazol-3-ium; iodide;
With
L-Selectride;
In
hexane; dichloromethane;
at 0 ℃;
for 0.0833333h;
With
silica gel; citric acid;
In
hexane; dichloromethane;
at 0 ℃;
for 5h;
Further stages.;
DOI:10.1021/ol006110s
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: SOCl2
2.1: NaHCO3 / CHCl3
3.1: 87 percent / Br2 / CHCl3
4.1: 95 percent / LiAlH4 / tetrahydrofuran
5.1: 97 percent / K2CO3 / dimethylformamide
6.1: 85 percent / SOCl2
7.1: Mg; 1,2-dibromoethane / tetrahydrofuran / 0.5 h / Heating
7.2: 87 percent / tetrahydrofuran / 15 h / Heating
8.1: TFA / methanol / 2 h / 20 °C
9.1: 680 mg / NaHCO3 / dioxane; H2O / 2 h / 20 °C
10.1: acetone / 15 h / 40 °C
11.1: L-Selectride(R) / CH2Cl2; hexane / 0.08 h / 0 °C
11.2: 594 mg / aq. citric acid; silica gel / CH2Cl2; hexane / 5 h / 0 °C
With
lithium aluminium tetrahydride; thionyl chloride; bromine; L-Selectride; sodium hydrogencarbonate; potassium carbonate; magnesium; ethylene dibromide; trifluoroacetic acid;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone;
1.1: Esterification / 2.1: Acylation / 3.1: Bromination / 4.1: Reduction / 5.1: Methylation / 6.1: Cyclization / 7.1: Metallation / 7.2: Substitution / 8.1: Ring cleavage / 9.1: Substitution / 10.1: Alkylation / 11.1: Reduction / 11.2: Hydrolysis;
DOI:10.1021/ol006110s
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: NaHCO3 / CHCl3
2.1: 87 percent / Br2 / CHCl3
3.1: 95 percent / LiAlH4 / tetrahydrofuran
4.1: 97 percent / K2CO3 / dimethylformamide
5.1: 85 percent / SOCl2
6.1: Mg; 1,2-dibromoethane / tetrahydrofuran / 0.5 h / Heating
6.2: 87 percent / tetrahydrofuran / 15 h / Heating
7.1: TFA / methanol / 2 h / 20 °C
8.1: 680 mg / NaHCO3 / dioxane; H2O / 2 h / 20 °C
9.1: acetone / 15 h / 40 °C
10.1: L-Selectride(R) / CH2Cl2; hexane / 0.08 h / 0 °C
10.2: 594 mg / aq. citric acid; silica gel / CH2Cl2; hexane / 5 h / 0 °C
With
lithium aluminium tetrahydride; thionyl chloride; bromine; L-Selectride; sodium hydrogencarbonate; potassium carbonate; magnesium; ethylene dibromide; trifluoroacetic acid;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone;
1.1: Acylation / 2.1: Bromination / 3.1: Reduction / 4.1: Methylation / 5.1: Cyclization / 6.1: Metallation / 6.2: Substitution / 7.1: Ring cleavage / 8.1: Substitution / 9.1: Alkylation / 10.1: Reduction / 10.2: Hydrolysis;
DOI:10.1021/ol006110s
![2-{5'-[(R)-1-Benzyloxycarbonylamino-2-(2,2-dimethyl-propionyloxy)-ethyl]-4,6,2'-trimethoxy-biphenyl-2-yl}-3,4,4-trimethyl-4,5-dihydro-oxazol-3-ium; iodide](/Databaselist/images/loading.webp)
