Technology Process of (8ξ)-(2R,3S,5E,9R)-8-<(benzyloxy)methyl>-9-(tert-butyldimethylsiloxy)-1,3-dihydroxy-2,6-dimethyl-5-decene-4,7-dione dipivaloate
There total 11 articles about (8ξ)-(2R,3S,5E,9R)-8-<(benzyloxy)methyl>-9-(tert-butyldimethylsiloxy)-1,3-dihydroxy-2,6-dimethyl-5-decene-4,7-dione dipivaloate 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 7 steps
1: 97.3 percent / pyridine, N',N'-dimethylaminopyridine / CH2Cl2 / 24 h
2: 90 percent / H2 / 10percent Pd/C / ethanol / 18 h / 2585.7 Torr
3: oxalyl chloride, DMSO / CH2Cl2 / 0.43 h / -78 °C
4: pyridine / benzene / 0.33 h / 5 °C
5: 90.5 percent / N-methoxymorpholine N-oxide, OsO4 / acetone; H2O; 2-methyl-propan-2-ol / 10.5 h
6: oxalyl chloride, DMSO / CH2Cl2 / -78 - 30 °C
7: CH2Cl2 / 1.33 h / -30 - 0 °C
With
pyridine; osmium(VIII) oxide; oxalyl dichloride; N',N'-dimethylaminopyridine; N-methoxymorpholine N-oxide; hydrogen; dimethyl sulfoxide;
palladium on activated charcoal;
In
ethanol; dichloromethane; water; acetone; tert-butyl alcohol; benzene;
DOI:10.1021/jo00385a024
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 90 percent / H2 / 10percent Pd/C / ethanol / 18 h / 2585.7 Torr
2: oxalyl chloride, DMSO / CH2Cl2 / 0.43 h / -78 °C
3: pyridine / benzene / 0.33 h / 5 °C
4: 90.5 percent / N-methoxymorpholine N-oxide, OsO4 / acetone; H2O; 2-methyl-propan-2-ol / 10.5 h
5: oxalyl chloride, DMSO / CH2Cl2 / -78 - 30 °C
6: CH2Cl2 / 1.33 h / -30 - 0 °C
With
pyridine; osmium(VIII) oxide; oxalyl dichloride; N-methoxymorpholine N-oxide; hydrogen; dimethyl sulfoxide;
palladium on activated charcoal;
In
ethanol; dichloromethane; water; acetone; tert-butyl alcohol; benzene;
DOI:10.1021/jo00385a024
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 1.) lithium diisopropylamide / 1.) THF, 55 min, 2.) THF, 0 deg C, 4 h
2: 85.9 percent / imidazole / dimethylformamide / 3 h
3: 72.9 percent / aq. LiOH / methanol / 81 h
4: oxalyl chloride, DMF / benzene / 0.42 h
5: 1.) n-BuLi / 1.) benzene, hexane, 30 min, 2.) benzene, hexane, 80 deg C, 30 min
6: CH2Cl2 / 1.33 h / -30 - 0 °C
With
1H-imidazole; lithium hydroxide; n-butyllithium; oxalyl dichloride; N,N-dimethyl-formamide; lithium diisopropyl amide;
In
methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00385a024
