Technology Process of (2S,2'S,4'R,5R,5'S)-5-[(1R)-1-acetyloxy-6-(4-butylphenyloxy)hexyl]-5'-[(1R)-1-(tert-butyldimethylsilyloxy)-6-(4-butylphenyloxy)hexyl]-4'-(dimethylphenylsilyl)octahydro-2,2'-bifuran
There total 10 articles about (2S,2'S,4'R,5R,5'S)-5-[(1R)-1-acetyloxy-6-(4-butylphenyloxy)hexyl]-5'-[(1R)-1-(tert-butyldimethylsilyloxy)-6-(4-butylphenyloxy)hexyl]-4'-(dimethylphenylsilyl)octahydro-2,2'-bifuran 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 3 steps
1.1: t-BuOK; n-BuLi / tetrahydrofuran; hexane / 1 h / -78 - -45 °C
1.2: 51 percent / (-)-Ipc2BOMe; BF3*Et2O / tetrahydrofuran; hexane / 4 h / -78 °C
2.1: 98 percent / imidazole / dimethylformamide / 48 h / 50 °C
3.1: SnCl4; molecular sieves 4 Angstroem / CH2Cl2 / 6 h / -78 °C
With
1H-imidazole; n-butyllithium; 4 A molecular sieve; potassium tert-butylate; tin(IV) chloride;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.11.057
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: TBAF / tetrahydrofuran / 3.5 h / 0 - 20 °C
2.1: 84 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / 1 h / -78 - 0 °C
3.1: t-BuOK; n-BuLi / tetrahydrofuran; hexane / 1 h / -78 - -45 °C
3.2: 51 percent / (-)-Ipc2BOMe; BF3*Et2O / tetrahydrofuran; hexane / 4 h / -78 °C
4.1: 98 percent / imidazole / dimethylformamide / 48 h / 50 °C
5.1: SnCl4; molecular sieves 4 Angstroem / CH2Cl2 / 6 h / -78 °C
With
1H-imidazole; n-butyllithium; oxalyl dichloride; 4 A molecular sieve; potassium tert-butylate; tetrabutyl ammonium fluoride; tin(IV) chloride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
2.1: Swern oxidation;
DOI:10.1016/j.tet.2006.11.057
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 84 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / 1 h / -78 - 0 °C
2.1: t-BuOK; n-BuLi / tetrahydrofuran; hexane / 1 h / -78 - -45 °C
2.2: 51 percent / (-)-Ipc2BOMe; BF3*Et2O / tetrahydrofuran; hexane / 4 h / -78 °C
3.1: 98 percent / imidazole / dimethylformamide / 48 h / 50 °C
4.1: SnCl4; molecular sieves 4 Angstroem / CH2Cl2 / 6 h / -78 °C
With
1H-imidazole; n-butyllithium; oxalyl dichloride; 4 A molecular sieve; potassium tert-butylate; tin(IV) chloride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
1.1: Swern oxidation;
DOI:10.1016/j.tet.2006.11.057
