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
There total 18 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 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 6 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
6: 92 percent / 1N NaOH / H2O; methanol
With
sodium hydroxide; sodium azide; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; pyridinium chlorochromate; lithium hexamethyldisilazane;
In
methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
1: Substitution / 2: Oxidation / 3: Condensation / 4: Reduction / 5: Acylation / 6: Hydrolysis;
DOI:10.1016/S0040-4039(00)00971-0
- Guidance literature:
-
Multi-step reaction with 15 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
15: 92 percent / 1N NaOH / H2O; methanol
With
pyridine; 1H-imidazole; hydrogenchloride; sodium hydroxide; 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; methanol; 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 / 15: Hydrolysis;
DOI:10.1016/S0040-4039(00)00971-0
![(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](/Databaselist/images/loading.webp)
