Technology Process of (S)-1-{(2S,4R,4aR,6R,8aR)-4-Benzyloxy-6-methoxy-6-[3-(4-methoxy-benzyloxy)-propyl]-3-methylene-octahydro-pyrano[3,2-b]pyran-2-yl}-3-((2S,3R,6S)-3-methyl-1,7-dioxa-spiro[5.5]undec-2-yl)-butan-1-one
There total 15 articles about (S)-1-{(2S,4R,4aR,6R,8aR)-4-Benzyloxy-6-methoxy-6-[3-(4-methoxy-benzyloxy)-propyl]-3-methylene-octahydro-pyrano[3,2-b]pyran-2-yl}-3-((2S,3R,6S)-3-methyl-1,7-dioxa-spiro[5.5]undec-2-yl)-butan-1-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:
-
Multi-step reaction with 8 steps
1: 83 percent / NaH, TBAI / tetrahydrofuran
2: 1.) O3, 2.) PPh3 / 1.) CH2Cl2, -78 deg C, 2.) CH2Cl2, RT, 1.5 h
3: 1.) LiCl, i-Pr2NEt / 1.) CH3CN, RT, 10 min, 2.) CH3CN, RT, 6 h
4: 92 percent / H2 / 20percent Pd(OH)2/C / ethanol / 15 h / 760 Torr
5: pyridine / CH2Cl2
6: LiBr / acetone / Heating
7: 1.) t-BuLi, 2.) CeCl3
8: Dess-Martin periodinane
With
pyridine; cerium(III) chloride; hydrogen; tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; sodium hydride; Dess-Martin periodane; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; lithium bromide;
palladium dihydroxide;
In
tetrahydrofuran; ethanol; dichloromethane; acetone;
DOI:10.1021/ja973287h
- Guidance literature:
-
Multi-step reaction with 9 steps
1: TBAF / tetrahydrofuran / 1 h / Ambient temperature
2: 83 percent / NaH, TBAI / tetrahydrofuran
3: 1.) O3, 2.) PPh3 / 1.) CH2Cl2, -78 deg C, 2.) CH2Cl2, RT, 1.5 h
4: 1.) LiCl, i-Pr2NEt / 1.) CH3CN, RT, 10 min, 2.) CH3CN, RT, 6 h
5: 92 percent / H2 / 20percent Pd(OH)2/C / ethanol / 15 h / 760 Torr
6: pyridine / CH2Cl2
7: LiBr / acetone / Heating
8: 1.) t-BuLi, 2.) CeCl3
9: Dess-Martin periodinane
With
pyridine; cerium(III) chloride; tetrabutyl ammonium fluoride; hydrogen; tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; sodium hydride; Dess-Martin periodane; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; lithium bromide;
palladium dihydroxide;
In
tetrahydrofuran; ethanol; dichloromethane; acetone;
DOI:10.1021/ja973287h
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1.) O3, 2.) PPh3 / 1.) CH2Cl2, -78 deg C, 2.) CH2Cl2, RT, 1.5 h
2: 1.) LiCl, i-Pr2NEt / 1.) CH3CN, RT, 10 min, 2.) CH3CN, RT, 6 h
3: 92 percent / H2 / 20percent Pd(OH)2/C / ethanol / 15 h / 760 Torr
4: pyridine / CH2Cl2
5: LiBr / acetone / Heating
6: 1.) t-BuLi, 2.) CeCl3
7: Dess-Martin periodinane
With
pyridine; cerium(III) chloride; hydrogen; tert.-butyl lithium; Dess-Martin periodane; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; lithium bromide;
palladium dihydroxide;
In
ethanol; dichloromethane; acetone;
DOI:10.1021/ja973287h
