Technology Process of [5-isobutyl-8,13-diisopropyl-20-(4-methoxy-benzyl)-17,21-dimethyl-4,7,10,15,19,22-hexaoxo-12-triisopropylsilanyloxy-eicosahydro-9,18-dioxa-3a,6,14,21-tetraaza-cyclopentacycloheneicosen-16-yl]-carbamic acid tert-butyl ester
There total 18 articles about [5-isobutyl-8,13-diisopropyl-20-(4-methoxy-benzyl)-17,21-dimethyl-4,7,10,15,19,22-hexaoxo-12-triisopropylsilanyloxy-eicosahydro-9,18-dioxa-3a,6,14,21-tetraaza-cyclopentacycloheneicosen-16-yl]-carbamic acid tert-butyl 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:
-
![[5-isobutyl-8,13-diisopropyl-20-(4-methoxy-benzyl)-17,21-dimethyl-4,7,10,15,19,22-hexaoxo-12-triisopropylsilanyloxy-eicosahydro-9,18-dioxa-3a,6,14,21-tetraaza-cyclopentacycloheneicosen-16-yl]-carbamic acid <i>tert</i>-butyl ester](/Databaselist/images/loading.webp)
-
325687-71-6
[5-isobutyl-8,13-diisopropyl-20-(4-methoxy-benzyl)-17,21-dimethyl-4,7,10,15,19,22-hexaoxo-12-triisopropylsilanyloxy-eicosahydro-9,18-dioxa-3a,6,14,21-tetraaza-cyclopentacycloheneicosen-16-yl]-carbamic acid tert-butyl ester
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 89 percent / K2CO3; Bu4NI / dimethylformamide
2: 60 percent / EDAC*HCl; DMAP / CH2Cl2
3: Pd(PPh3)4; morpholine / tetrahydrofuran
4: pyridine / CH2Cl2
5: 79 percent / DIEA; DMAP / CH2Cl2
6: MgBr2*Et2O / CH2Cl2 / -15 - 0 °C
7: H2 / Pd/C / ethyl acetate; methanol
8: HATU; DIEA / dimethylformamide
With
morpholine; pyridine; dmap; tetrakis(triphenylphosphine) palladium(0); hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; magnesium bromide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
1: Esterification / 2: Esterification / 3: saponification / 4: Esterification / 5: Acylation / 6: cleavage / 7: Hydrogenolysis / 8: Cyclization;
DOI:10.1016/S0040-4039(00)01409-X
-
-
325687-71-6
[5-isobutyl-8,13-diisopropyl-20-(4-methoxy-benzyl)-17,21-dimethyl-4,7,10,15,19,22-hexaoxo-12-triisopropylsilanyloxy-eicosahydro-9,18-dioxa-3a,6,14,21-tetraaza-cyclopentacycloheneicosen-16-yl]-carbamic acid tert-butyl ester
- Guidance literature:
-
Multi-step reaction with 13 steps
1: 93 percent / aq. NaHCO3
2: 95 percent / EDAC*HCl; DMAP / CH2Cl2
3: 83 percent / tetrahydrofuran
4: 77 percent / KBH4 / methanol / -30 °C
5: 82 percent / 2,6-lutidine / CH2Cl2
6: 81 percent / aq. NaOH / methanol; tetrahydrofuran
7: 60 percent / EDAC*HCl; DMAP / CH2Cl2
8: Pd(PPh3)4; morpholine / tetrahydrofuran
9: pyridine / CH2Cl2
10: 79 percent / DIEA; DMAP / CH2Cl2
11: MgBr2*Et2O / CH2Cl2 / -15 - 0 °C
12: H2 / Pd/C / ethyl acetate; methanol
13: HATU; DIEA / dimethylformamide
With
morpholine; pyridine; 2,6-dimethylpyridine; dmap; sodium hydroxide; tetrakis(triphenylphosphine) palladium(0); potassium borohydride; hydrogen; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; magnesium bromide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
1: Acylation / 2: Esterification / 3: Substitution / 4: Reduction / 5: Etherification / 6: Hydrolysis / 7: Esterification / 8: saponification / 9: Esterification / 10: Acylation / 11: cleavage / 12: Hydrogenolysis / 13: Cyclization;
DOI:10.1016/S0040-4039(00)01409-X
-
-
325687-71-6
[5-isobutyl-8,13-diisopropyl-20-(4-methoxy-benzyl)-17,21-dimethyl-4,7,10,15,19,22-hexaoxo-12-triisopropylsilanyloxy-eicosahydro-9,18-dioxa-3a,6,14,21-tetraaza-cyclopentacycloheneicosen-16-yl]-carbamic acid tert-butyl ester
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 80 percent / aq. H2SO4; NaNO2
2: 89 percent / K2CO3; Bu4NI / dimethylformamide
3: 60 percent / EDAC*HCl; DMAP / CH2Cl2
4: Pd(PPh3)4; morpholine / tetrahydrofuran
5: pyridine / CH2Cl2
6: 79 percent / DIEA; DMAP / CH2Cl2
7: MgBr2*Et2O / CH2Cl2 / -15 - 0 °C
8: H2 / Pd/C / ethyl acetate; methanol
9: HATU; DIEA / dimethylformamide
With
morpholine; pyridine; dmap; tetrakis(triphenylphosphine) palladium(0); sulfuric acid; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; magnesium bromide; sodium nitrite;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
1: Diazotization / 2: Esterification / 3: Esterification / 4: saponification / 5: Esterification / 6: Acylation / 7: cleavage / 8: Hydrogenolysis / 9: Cyclization;
DOI:10.1016/S0040-4039(00)01409-X
