Technology Process of (2R,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-2-((2R,4aR,6S,7R,9aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-benzocyclohepten-6-ylmethyl)-oxepan-3-one
There total 23 articles about (2R,6R,7S)-6-Benzyloxy-7-benzyloxymethyl-2-((2R,4aR,6S,7R,9aS)-2-phenyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-benzocyclohepten-6-ylmethyl)-oxepan-3-one 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
N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve;
In
dichloromethane;
at 20 ℃;
DOI:10.1016/S0040-4039(03)00949-3
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 9-BBN / tetrahydrofuran / 2.5 h / 20 °C
1.2: 9.46 g / Pd(PPh3)4; aq. NaHCO3 / dimethylformamide; tetrahydrofuran / 14 h / 50 °C
2.1: BH3*SMe2 / tetrahydrofuran / 4 h / 0 °C
2.2: 2.98 g / aq. H2O2; NaOH / tetrahydrofuran / 2.5 h / 20 °C
3.1: 96 percent / 2,6-lutidine / CH2Cl2 / 1.5 h / 0 °C
4.1: 88 percent / DDQ; aq. phosphate buffer / CH2Cl2 / 1 h / 20 °C / pH 7
5.1: 92 percent / N-methylmorpholine-N-oxide; tetra-n-propylammonium perruthenate; 4A molecular sieves / CH2Cl2 / 1 h / 20 °C
With
2,6-dimethylpyridine; 9-borabicyclo[3.3.1]nonane dimer; phosphate buffer; tetrapropylammonium perruthennate; dimethylsulfide borane complex; 4 A molecular sieve; 4-methylmorpholine N-oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; dichloromethane;
1.2: Suzuki-Miyaura cross-coupling;
DOI:10.1021/ja042686r
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 94 percent / I2; imidazole; PPh3 / benzene / 0.58 h / 20 °C
2.1: 95 percent / potassium t-butoxide / tetrahydrofuran / 1.5 h / 0 °C
3.1: 9-BBN / tetrahydrofuran / 2.5 h / 20 °C
3.2: 9.46 g / Pd(PPh3)4; aq. NaHCO3 / dimethylformamide; tetrahydrofuran / 14 h / 50 °C
4.1: BH3*SMe2 / tetrahydrofuran / 4 h / 0 °C
4.2: 2.98 g / aq. H2O2; NaOH / tetrahydrofuran / 2.5 h / 20 °C
5.1: 96 percent / 2,6-lutidine / CH2Cl2 / 1.5 h / 0 °C
6.1: 88 percent / DDQ; aq. phosphate buffer / CH2Cl2 / 1 h / 20 °C / pH 7
7.1: 92 percent / N-methylmorpholine-N-oxide; tetra-n-propylammonium perruthenate; 4A molecular sieves / CH2Cl2 / 1 h / 20 °C
With
1H-imidazole; 2,6-dimethylpyridine; 9-borabicyclo[3.3.1]nonane dimer; phosphate buffer; tetrapropylammonium perruthennate; dimethylsulfide borane complex; 4 A molecular sieve; potassium tert-butylate; iodine; 4-methylmorpholine N-oxide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; dichloromethane; benzene;
3.2: Suzuki-Miyaura cross-coupling;
DOI:10.1021/ja042686r
