Technology Process of (E)-3-Bromo-1-((4aR,6S,7R,8aS)-2,2-di-tert-butyl-7-hydroxy-hexahydro-1,3,5-trioxa-2-sila-naphthalen-6-yl)-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-2-one
There total 8 articles about (E)-3-Bromo-1-((4aR,6S,7R,8aS)-2,2-di-tert-butyl-7-hydroxy-hexahydro-1,3,5-trioxa-2-sila-naphthalen-6-yl)-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
4 A molecular sieve; magnesium bromide;
In
dichloromethane;
at 0 ℃;
for 3h;
DOI:10.1021/ol051679k
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: LiHMDS / tetrahydrofuran; hexane / 0.5 h / -78 °C
1.2: 79 percent / tetrahydrofuran; hexane / 1.5 h / -78 °C
2.1: 82 percent / t-BuOK / CH2Cl2; 2-methyl-propan-2-ol / 1.5 h / 0 - 20 °C
3.1: 69 percent / magnesium monoperoxyphthalate hexahydrate / methanol / 2.5 h / 0 °C
4.1: 89 percent / HMPA; n-BuLi / tetrahydrofuran; hexane / 0.5 h / -100 °C
5.1: 99 percent / TsOH*H2O / methanol; CH2Cl2 / 1 h / 20 °C
6.1: 60 percent / MgBr2*OEt2; molecular sieves 4 Angstroem / CH2Cl2 / 3 h / 0 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; 4 A molecular sieve; potassium tert-butylate; toluene-4-sulfonic acid; magnesium monoperoxyphthalate hexahydrate; magnesium bromide; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; hexane; dichloromethane; tert-butyl alcohol;
DOI:10.1021/ol051679k
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 69 percent / magnesium monoperoxyphthalate hexahydrate / methanol / 2.5 h / 0 °C
2: 89 percent / HMPA; n-BuLi / tetrahydrofuran; hexane / 0.5 h / -100 °C
3: 99 percent / TsOH*H2O / methanol; CH2Cl2 / 1 h / 20 °C
4: 60 percent / MgBr2*OEt2; molecular sieves 4 Angstroem / CH2Cl2 / 3 h / 0 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; 4 A molecular sieve; toluene-4-sulfonic acid; magnesium monoperoxyphthalate hexahydrate; magnesium bromide;
In
tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/ol051679k
![(4aR,6S,7R,8aS)-6-{2-Benzenesulfonyl-3-[(E)-4-(4-methoxy-benzyloxy)-3-methyl-but-2-enyl]-oxiranylmethyl}-2,2-di-tert-butyl-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-ol](/Databaselist/images/loading.webp)
