Technology Process of (2R,4R,6S)-7-(tert-butyldiphenylsiloxy)-4-[(p-methoxybenzyl)oxy]-2,5,5-trimethyl-6-(triethylsiloxy)heptanal
There total 13 articles about (2R,4R,6S)-7-(tert-butyldiphenylsiloxy)-4-[(p-methoxybenzyl)oxy]-2,5,5-trimethyl-6-(triethylsiloxy)heptanal 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:
-
With
N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve;
In
dichloromethane;
DOI:10.1021/ja990384x
- Guidance literature:
-
Multi-step reaction with 6 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
4.1: 439 mg / DMAP; imidazole / dimethylformamide / 5 h
5.1: 79 percent / Dibal-H / tetrahydrofuran; hexane / 1 h / -40 °C
6.1: 89 percent / tetra-n-propylammonium perruthenate; NMO; 4A MS / CH2Cl2 / 1 h
With
1H-imidazole; dmap; osmium(VIII) oxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; (8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); potassium hexamethylsilazane; diisobutylaluminium hydride; potassium hexacyanoferrate(III);
potassium carbonate;
In
tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
1.1: Metallation / 1.2: Wittig olefination / 2.1: hydroxylation / 3.1: silylation / 4.1: silylation / 5.1: reductive deacylation / 6.1: Oxidation;
DOI:10.1021/ja993487o
- Guidance literature:
-
Multi-step reaction with 5 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
3: 439 mg / DMAP; imidazole / dimethylformamide / 5 h
4: 79 percent / Dibal-H / tetrahydrofuran; hexane / 1 h / -40 °C
5: 89 percent / tetra-n-propylammonium perruthenate; NMO; 4A MS / CH2Cl2 / 1 h
With
1H-imidazole; dmap; osmium(VIII) oxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; (8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); diisobutylaluminium hydride; potassium hexacyanoferrate(III);
potassium carbonate;
In
tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
1: hydroxylation / 2: silylation / 3: silylation / 4: reductive deacylation / 5: Oxidation;
DOI:10.1021/ja993487o
