Technology Process of (3R,4S,5R,6S,7S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-octanal
There total 8 articles about (3R,4S,5R,6S,7S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-octanal 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: 81 percent / NaBH(OAc)3, AcOH / 1 h / 23 °C
2: 94 percent / LiBH4 / methanol; tetrahydrofuran / 1 h / 0 °C
3: 91 percent / camphorsulfonic acid / dimethylformamide / 12 h / 23 °C
4: 100 percent / 2,6-lutidine / CH2Cl2 / 1 h / 0 °C
5: 100 percent / diisobutylaluminum hydride / CH2Cl2 / 6 h / 0 °C
6: OsO4, 4-methylmorpholine N-oxide / 2-methyl-propan-2-ol; H2O; tetrahydrofuran / 1 h / 23 °C
7: aq. NaHCO3, NaIO4 / 2 h / 23 °C
With
2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; lithium borohydride; camphor-10-sulfonic acid; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; sodium hydrogencarbonate; acetic acid; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ja00077a049
- Guidance literature:
-
With
sodium periodate; sodium hydrogencarbonate;
at 23 ℃;
for 2h;
Yield given;
DOI:10.1021/ja00077a049
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 91 percent / camphorsulfonic acid / dimethylformamide / 12 h / 23 °C
2: 100 percent / 2,6-lutidine / CH2Cl2 / 1 h / 0 °C
3: 100 percent / diisobutylaluminum hydride / CH2Cl2 / 6 h / 0 °C
4: OsO4, 4-methylmorpholine N-oxide / 2-methyl-propan-2-ol; H2O; tetrahydrofuran / 1 h / 23 °C
5: aq. NaHCO3, NaIO4 / 2 h / 23 °C
With
2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; camphor-10-sulfonic acid; diisobutylaluminium hydride; sodium hydrogencarbonate; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ja00077a049
