Technology Process of (2R,5R,6S,8R)-9-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-5-(4-methoxy-benzyloxy)-2,8-dimethyl-nonan-4-one
There total 12 articles about (2R,5R,6S,8R)-9-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-5-(4-methoxy-benzyloxy)-2,8-dimethyl-nonan-4-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 5 steps
1: 89 percent / NaH / dimethylformamide; diethyl ether / 1.) 0 deg C, 20 min, 2.) RT, 12 h
2: 89 percent / 0.15 M OsO4, KIO4 / acetone; H2O / 6 h / Ambient temperature
3: 1.) triethylamine, di-n-butylboron triflate / 1.) CH2Cl2, -50 deg C, 90 min, 2.) -40 deg C, 1 h
4: 1.) Al(CH3)3 / 1.) THF, toluene, RT, 30 min, 2.) -10 deg C, 2 h
5: 1.) Li, I2 / 1.) ether, 0 deg C , 1 h, 2.) THF, from -78 deg C to -20 deg C, 1 h
With
osmium(VIII) oxide; potassium metaperiodate; di-n-butylboryl trifluoromethanesulfonate; iodine; trimethylaluminum; lithium; sodium hydride; triethylamine;
In
diethyl ether; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja00164a023
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 89 percent / 0.15 M OsO4, KIO4 / acetone; H2O / 6 h / Ambient temperature
2: 1.) triethylamine, di-n-butylboron triflate / 1.) CH2Cl2, -50 deg C, 90 min, 2.) -40 deg C, 1 h
3: 1.) Al(CH3)3 / 1.) THF, toluene, RT, 30 min, 2.) -10 deg C, 2 h
4: 1.) Li, I2 / 1.) ether, 0 deg C , 1 h, 2.) THF, from -78 deg C to -20 deg C, 1 h
With
osmium(VIII) oxide; potassium metaperiodate; di-n-butylboryl trifluoromethanesulfonate; iodine; trimethylaluminum; lithium; triethylamine;
In
water; acetone;
DOI:10.1021/ja00164a023
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 89 percent / NaH / dimethylformamide; diethyl ether / 1.) 0 deg C, 20 min, 2.) RT, 12 h
2: 89 percent / 0.15 M OsO4, KIO4 / acetone; H2O / 6 h / Ambient temperature
3: 1.) triethylamine, di-n-butylboron triflate / 1.) CH2Cl2, -50 deg C, 90 min, 2.) -40 deg C, 1 h
4: 1.) Al(CH3)3 / 1.) THF, toluene, RT, 30 min, 2.) -10 deg C, 2 h
5: 1.) Li, I2 / 1.) ether, 0 deg C , 1 h, 2.) THF, from -78 deg C to -20 deg C, 1 h
With
osmium(VIII) oxide; potassium metaperiodate; di-n-butylboryl trifluoromethanesulfonate; iodine; trimethylaluminum; lithium; sodium hydride; triethylamine;
In
diethyl ether; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja00164a023
