Technology Process of [4-[[3-[[(1,1-dimethylethoxy)carbonyl]amino]butyl](phenylmethyl)amino]butyl]carbamic acid, 11-[[(1,1-dimethylethoxy)carbonyl]amino]-15,15-dimethyl-2,13-dioxo-14-oxa-3,4,12-triaza-11-hexadecen-1-yl ester
There total 11 articles about [4-[[3-[[(1,1-dimethylethoxy)carbonyl]amino]butyl](phenylmethyl)amino]butyl]carbamic acid, 11-[[(1,1-dimethylethoxy)carbonyl]amino]-15,15-dimethyl-2,13-dioxo-14-oxa-3,4,12-triaza-11-hexadecen-1-yl ester which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 94 percent / NaBH4 / ethanol / 3 h / 10 °C
2: 56 percent / H2 / 10 percent Pd/C / methanol / 6 h / 20 °C / 760 Torr
3: 87 percent / KI; Na2CO3 / butan-1-ol / 2 h / Heating
4: 98 percent / Et3N / CH2Cl2 / 1 h
5: 87 percent / NaN3 / dimethylsulfoxide / 15 h / 40 - 45 °C
6: 91 percent / H2 / 10 percent Pd/C / ethyl acetate / 15 h / 20 °C / 3000.24 Torr
7: 91 percent / H2; NH3 / Raney Ni / ethanol / 15 h / 20 °C / 4500.36 Torr
8: Et3N / toluene / 15 h / 80 °C
9: 1N NaOH / 1,2-dimethoxy-ethane / 15 h / 20 °C
10: N-methylmorpholine / tetrahydrofuran / 0.5 h / -30 °C
11: tetrahydrofuran / 2 h / 20 °C
With
4-methyl-morpholine; sodium hydroxide; sodium tetrahydroborate; sodium azide; ammonia; hydrogen; sodium carbonate; triethylamine; potassium iodide;
palladium on activated charcoal; nickel;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; toluene; butan-1-ol;
1: Reduction / 2: Hydrogenolysis / 3: Alkylation / 4: Mesylation / 5: Substitution / 6: Reduction-tert-butyloxycarbonylation / 7: Catalytic hydrogenation / 8: Condensation / 9: Hydrolysis / 10: Acylation / 11: Condensation;
DOI:10.1021/jm991043x
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 87 percent / KI; Na2CO3 / butan-1-ol / 2 h / Heating
2: 98 percent / Et3N / CH2Cl2 / 1 h
3: 87 percent / NaN3 / dimethylsulfoxide / 15 h / 40 - 45 °C
4: 91 percent / H2 / 10 percent Pd/C / ethyl acetate / 15 h / 20 °C / 3000.24 Torr
5: 91 percent / H2; NH3 / Raney Ni / ethanol / 15 h / 20 °C / 4500.36 Torr
6: Et3N / toluene / 15 h / 80 °C
7: 1N NaOH / 1,2-dimethoxy-ethane / 15 h / 20 °C
8: N-methylmorpholine / tetrahydrofuran / 0.5 h / -30 °C
9: tetrahydrofuran / 2 h / 20 °C
With
4-methyl-morpholine; sodium hydroxide; sodium azide; ammonia; hydrogen; sodium carbonate; triethylamine; potassium iodide;
palladium on activated charcoal; nickel;
In
tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; toluene; butan-1-ol;
1: Alkylation / 2: Mesylation / 3: Substitution / 4: Reduction-tert-butyloxycarbonylation / 5: Catalytic hydrogenation / 6: Condensation / 7: Hydrolysis / 8: Acylation / 9: Condensation;
DOI:10.1021/jm991043x
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 56 percent / H2 / 10 percent Pd/C / methanol / 6 h / 20 °C / 760 Torr
2: 87 percent / KI; Na2CO3 / butan-1-ol / 2 h / Heating
3: 98 percent / Et3N / CH2Cl2 / 1 h
4: 87 percent / NaN3 / dimethylsulfoxide / 15 h / 40 - 45 °C
5: 91 percent / H2 / 10 percent Pd/C / ethyl acetate / 15 h / 20 °C / 3000.24 Torr
6: 91 percent / H2; NH3 / Raney Ni / ethanol / 15 h / 20 °C / 4500.36 Torr
7: Et3N / toluene / 15 h / 80 °C
8: 1N NaOH / 1,2-dimethoxy-ethane / 15 h / 20 °C
9: N-methylmorpholine / tetrahydrofuran / 0.5 h / -30 °C
10: tetrahydrofuran / 2 h / 20 °C
With
4-methyl-morpholine; sodium hydroxide; sodium azide; ammonia; hydrogen; sodium carbonate; triethylamine; potassium iodide;
palladium on activated charcoal; nickel;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; toluene; butan-1-ol;
1: Hydrogenolysis / 2: Alkylation / 3: Mesylation / 4: Substitution / 5: Reduction-tert-butyloxycarbonylation / 6: Catalytic hydrogenation / 7: Condensation / 8: Hydrolysis / 9: Acylation / 10: Condensation;
DOI:10.1021/jm991043x
