Technology Process of (+)-5-<(1'R)-1'-((1R,2R,4R,8R,11S)-3,3,11-trimethyl-7-methylenetricyclo<6.3.0.02,4>undec-11-yl)-3'-methylbutyl>-2,4,6-trimethoxybenzene-1,3-dimethanol
There total 12 articles about (+)-5-<(1'R)-1'-((1R,2R,4R,8R,11S)-3,3,11-trimethyl-7-methylenetricyclo<6.3.0.02,4>undec-11-yl)-3'-methylbutyl>-2,4,6-trimethoxybenzene-1,3-dimethanol 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:
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201207-54-7
(+)-5-<(1'R)-1'-((1R,2R,4R,8R,11S)-3,3,11-trimethyl-7-methylenetricyclo<6.3.0.02,4>undec-11-yl)-3'-methylbutyl>-2,4,6-trimethoxybenzene-1,3-dimethanol
- Guidance literature:
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With
diisobutylaluminium hydride;
In
toluene;
at -78 ℃;
DOI:10.1039/a705231f
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201207-54-7
(+)-5-<(1'R)-1'-((1R,2R,4R,8R,11S)-3,3,11-trimethyl-7-methylenetricyclo<6.3.0.02,4>undec-11-yl)-3'-methylbutyl>-2,4,6-trimethoxybenzene-1,3-dimethanol
- Guidance literature:
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Multi-step reaction with 9 steps
1: 33 percent / ZnCl2 / CH2Cl2 / 1 h / Ambient temperature; further reagent and conditions
2: 88 percent / H2 / Pd/C / methanol / 27 h / 3800 Torr / Ambient temperature
3: 96 percent / NaBH4 / methanol / 1 h / Ambient temperature
4: 100 percent / DMAP / CH2Cl2 / 1 h / Ambient temperature
5: 1.) 2-nitrophenyl selenocyanate, n-Bu3P, 2.) aq. H2O2 / 1) THF, 75 deg C, 20 h; 2) THF, rt, 3 h
6: NaOMe / methanol / 6.5 h / Ambient temperature
7: 100 percent / H2 / Pd/C / methanol / 15 h / 3800 Torr / Ambient temperature
8: 1.) 2-nitrophenyl selenocyanate, n-Bu3P, 2.) aq. H2O2 / 1) THF, 50 deg C, 12 h; 2) THF, rt, 30 min
9: 100 percent / DIBALH / toluene / 1 h / -78 °C
With
dmap; sodium tetrahydroborate; ortho-nitrophenyl selenocyanate; tributylphosphine; hydrogen; dihydrogen peroxide; sodium methylate; diisobutylaluminium hydride; zinc(II) chloride;
palladium on activated charcoal;
In
methanol; dichloromethane; toluene;
DOI:10.1021/jo981413+
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175985-37-2
(1aR,4S,7R,7aR,7bR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-1,1,7-trimethyl-1a,3,4,7,7a,7b-hexahydro-1H,2H-cyclopropa[e]azulen-6-one
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201207-54-7
(+)-5-<(1'R)-1'-((1R,2R,4R,8R,11S)-3,3,11-trimethyl-7-methylenetricyclo<6.3.0.02,4>undec-11-yl)-3'-methylbutyl>-2,4,6-trimethoxybenzene-1,3-dimethanol
- Guidance literature:
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Multi-step reaction with 10 steps
1: 98 percent / Et3N / diethyl ether; CH2Cl2 / 1 h / Ambient temperature
2: 33 percent / ZnCl2 / CH2Cl2 / 1 h / Ambient temperature; further reagent and conditions
3: 88 percent / H2 / Pd/C / methanol / 27 h / 3800 Torr / Ambient temperature
4: 96 percent / NaBH4 / methanol / 1 h / Ambient temperature
5: 100 percent / DMAP / CH2Cl2 / 1 h / Ambient temperature
6: 1.) 2-nitrophenyl selenocyanate, n-Bu3P, 2.) aq. H2O2 / 1) THF, 75 deg C, 20 h; 2) THF, rt, 3 h
7: NaOMe / methanol / 6.5 h / Ambient temperature
8: 100 percent / H2 / Pd/C / methanol / 15 h / 3800 Torr / Ambient temperature
9: 1.) 2-nitrophenyl selenocyanate, n-Bu3P, 2.) aq. H2O2 / 1) THF, 50 deg C, 12 h; 2) THF, rt, 30 min
10: 100 percent / DIBALH / toluene / 1 h / -78 °C
With
dmap; sodium tetrahydroborate; ortho-nitrophenyl selenocyanate; tributylphosphine; hydrogen; dihydrogen peroxide; sodium methylate; diisobutylaluminium hydride; triethylamine; zinc(II) chloride;
palladium on activated charcoal;
In
methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1021/jo981413+
