Technology Process of (6E,8Z,11Z)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-20-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-icosa-6,8,11-trienoic acid methyl ester
There total 17 articles about (6E,8Z,11Z)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-20-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-icosa-6,8,11-trienoic acid methyl 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:
-
With
sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
N,N-dimethyl-formamide;
at 20 ℃;
DOI:10.1016/S0040-4039(00)00971-0
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 99 percent / NaN3 / dimethylsulfoxide / 90 °C
2: 77 percent / PCC / CH2Cl2 / 0 - 20 °C
3: 36 percent / LHMDS / -78 - 20 °C
4: 88 percent / Ph3P / acetonitrile / 65 °C
5: 76 percent / EDCl; HOBt; NaHCO3 / dimethylformamide / 20 °C
With
sodium azide; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; pyridinium chlorochromate; lithium hexamethyldisilazane;
In
dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
1: Substitution / 2: Oxidation / 3: Condensation / 4: Reduction / 5: Acylation;
DOI:10.1016/S0040-4039(00)00971-0
- Guidance literature:
-
Multi-step reaction with 14 steps
1: 97 percent / imidazole / CH2Cl2 / 0 - 20 °C
2: 100 percent / H5IO6 / diethyl ether; tetrahydrofuran / 0.25 h / 0 °C
3: 85 percent / benzene / 4 h / Heating
4: 100 percent / H2 / Pd/C
5: 92 percent / H5IO6 / diethyl ether; tetrahydrofuran / 18 h / 20 °C
6: 78 percent / benzene / Heating
7: 90 percent / LHDMS / -78 - 20 °C
8: 48 percent / 1N HCl / tetrahydrofuran; H2O / 40 h / 20 °C
9: 82 percent / pyridine / 0 - 20 °C
10: 99 percent / NaI / acetone / 99 h / 65 °C
11: 99 percent / acetonitrile / 65 °C
12: 36 percent / LHMDS / -78 - 20 °C
13: 88 percent / Ph3P / acetonitrile / 65 °C
14: 76 percent / EDCl; HOBt; NaHCO3 / dimethylformamide / 20 °C
With
pyridine; 1H-imidazole; hydrogenchloride; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; periodic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; sodium iodide; lithium hexamethyldisilazane;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; benzene;
1: silylation / 2: Oxidation / 3: Condensation / 4: Catalytic hydrogenation / 5: Oxidation / 6: Condensation / 7: Condensation / 8: ether cleavage / 9: Esterification / 10: Substitution / 11: Addition / 12: Condensation / 13: Reduction / 14: Acylation;
DOI:10.1016/S0040-4039(00)00971-0