Technology Process of 2,2-Dimethyl-propionic acid (2R,4R,6S)-7-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-4-(4-methoxy-benzyloxy)-2,5,5-trimethyl-heptyl ester
There total 10 articles about 2,2-Dimethyl-propionic acid (2R,4R,6S)-7-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-4-(4-methoxy-benzyloxy)-2,5,5-trimethyl-heptyl ester 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
1.1: 96 percent / pyridine / CH2Cl2 / 25 °C
2.1: 81 percent / triflic acid / diethyl ether / 1 h / 20 °C
3.1: 94 percent / TBAF / tetrahydrofuran / 72 h
4.1: 99 percent / DMSO; oxalyl chloride / CH2Cl2 / 1 h / -78 °C
5.1: potassium hexamethyldisilazide / toluene; tetrahydrofuran / 0.33 h / 0 °C
5.2: 89 percent / tetrahydrofuran; toluene / 0.33 h / 0 °C
6.1: 99 percent / (DHQ)2PYR; OsO4; K3Fe(CN)6 / K2CO3 / H2O; 2-methyl-propan-2-ol / 0 °C
7.1: 636 mg / imidazole / tetrahydrofuran / 5 h
With
pyridine; 1H-imidazole; osmium(VIII) oxide; oxalyl dichloride; (8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; dimethyl sulfoxide; potassium hexacyanoferrate(III);
potassium carbonate;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; toluene; tert-butyl alcohol;
1.1: Esterification / 2.1: benzylation / 3.1: desilylation / 4.1: Swern oxidation / 5.1: Metallation / 5.2: Wittig olefination / 6.1: hydroxylation / 7.1: silylation;
DOI:10.1021/ja993487o
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: potassium hexamethyldisilazide / toluene; tetrahydrofuran / 0.33 h / 0 °C
1.2: 89 percent / tetrahydrofuran; toluene / 0.33 h / 0 °C
2.1: 99 percent / (DHQ)2PYR; OsO4; K3Fe(CN)6 / K2CO3 / H2O; 2-methyl-propan-2-ol / 0 °C
3.1: 636 mg / imidazole / tetrahydrofuran / 5 h
With
1H-imidazole; osmium(VIII) oxide; (8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); potassium hexamethylsilazane; potassium hexacyanoferrate(III);
potassium carbonate;
In
tetrahydrofuran; water; toluene; tert-butyl alcohol;
1.1: Metallation / 1.2: Wittig olefination / 2.1: hydroxylation / 3.1: silylation;
DOI:10.1021/ja993487o
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 99 percent / (DHQ)2PYR; OsO4; K3Fe(CN)6 / K2CO3 / H2O; 2-methyl-propan-2-ol / 0 °C
2: 636 mg / imidazole / tetrahydrofuran / 5 h
With
1H-imidazole; osmium(VIII) oxide; (8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); potassium hexacyanoferrate(III);
potassium carbonate;
In
tetrahydrofuran; water; tert-butyl alcohol;
1: hydroxylation / 2: silylation;
DOI:10.1021/ja993487o
