Technology Process of [[(benzylcarbamoylmethyl)carbamoyl]methyl][1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl]carbamic acid 2,2,2-trichloroethyl ester
There total 7 articles about [[(benzylcarbamoylmethyl)carbamoyl]methyl][1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl]carbamic acid 2,2,2-trichloroethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
glycine benzylamide trifluoroacetate; [[1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl](2,2,2-trichloroethoxycarbonyl)amino]acetic acid;
With
N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
at 0 ℃;
for 0.0833333h;
With
dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide;
In
dichloromethane;
for 3.5h;
DOI:10.1021/jo030192r
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 90 percent / NaI / 1,2-dimethoxy-ethane / 11 h
2.1: BuLi / hexane; tetrahydrofuran / 0.42 h / 0 °C
2.2: hexane; tetrahydrofuran / 13 h
2.3: 235 mg / NaBH4 / methanol; ethyl acetate / 1.25 h / 0 °C
3.1: Me3SiBr / CH2Cl2 / 0.5 h / 0 °C
4.1: 224 mg / CH2Cl2 / 3 h
5.1: 91 percent / aq. NaOH / dioxane / 4 h
6.1: 74 percent / aq. NaOH / dioxane / 15.5 h / 0 - 20 °C
7.1: i-Pr2NEt / CH2Cl2 / 0.08 h / 0 °C
7.2: 73 percent / N-(3-dimethylamino)propyl-N-ethylcarbodiimide; DMAP / CH2Cl2 / 3.5 h
With
sodium hydroxide; n-butyllithium; trimethylsilyl bromide; N-ethyl-N,N-diisopropylamine; sodium iodide;
In
tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; hexane; dichloromethane;
DOI:10.1021/jo030192r
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: BuLi / hexane; tetrahydrofuran / 0.42 h / 0 °C
1.2: hexane; tetrahydrofuran / 13 h
1.3: 235 mg / NaBH4 / methanol; ethyl acetate / 1.25 h / 0 °C
2.1: Me3SiBr / CH2Cl2 / 0.5 h / 0 °C
3.1: 224 mg / CH2Cl2 / 3 h
4.1: 91 percent / aq. NaOH / dioxane / 4 h
5.1: 74 percent / aq. NaOH / dioxane / 15.5 h / 0 - 20 °C
6.1: i-Pr2NEt / CH2Cl2 / 0.08 h / 0 °C
6.2: 73 percent / N-(3-dimethylamino)propyl-N-ethylcarbodiimide; DMAP / CH2Cl2 / 3.5 h
With
sodium hydroxide; n-butyllithium; trimethylsilyl bromide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane;
DOI:10.1021/jo030192r
