Technology Process of 1-[(2R,4aR,6R,7R,8R,8aR)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-6-(4-methoxy-benzyloxy)-hexan-3-ol
There total 13 articles about 1-[(2R,4aR,6R,7R,8R,8aR)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-6-(4-methoxy-benzyloxy)-hexan-3-ol 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 5 steps
1: (+/-)-camphorsulfonic acid, 4 Angstroem molecular sieves / CH2Cl2 / 3.5 h / Ambient temperature
2: 93 percent / Et3N
3: 87 percent / 9-BBN, H2O2
4: 90 percent / oxalyl chloride, DMSO, Et3N
5: 1.) t-BuLi / 1.) Et2O, pentane, -78 deg C, 20 min, 2.) Et2O, pentane, -78 deg C, 15 min
With
9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; 4 A molecular sieve; camphor-10-sulfonic acid; dihydrogen peroxide; tert.-butyl lithium; dimethyl sulfoxide; triethylamine;
In
dichloromethane;
DOI:10.1021/ja973287h
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 91 percent / TsOH / methanol
2: acetonitrile / 2.5 h / 70 - 80 °C
3: TMSOTf / acetonitrile / 12 h / Ambient temperature
4: (+/-)-camphorsulfonic acid, 4 Angstroem molecular sieves / CH2Cl2 / 3.5 h / Ambient temperature
5: 93 percent / Et3N
6: 87 percent / 9-BBN, H2O2
7: 90 percent / oxalyl chloride, DMSO, Et3N
8: 1.) t-BuLi / 1.) Et2O, pentane, -78 deg C, 20 min, 2.) Et2O, pentane, -78 deg C, 15 min
With
9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; camphor-10-sulfonic acid; dihydrogen peroxide; tert.-butyl lithium; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine;
In
methanol; dichloromethane; acetonitrile;
DOI:10.1021/ja973287h
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 73 percent / NaH, n-Bu4NI / tetrahydrofuran
2: pyridine
3: LiBr / acetone / Heating
4: 1.) t-BuLi / 1.) Et2O, pentane, -78 deg C, 20 min, 2.) Et2O, pentane, -78 deg C, 15 min
With
pyridine; tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium bromide;
In
tetrahydrofuran; acetone;
DOI:10.1021/ja973287h
