Technology Process of (+)-dimethyl 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-trimethoxyisophthalate
There total 9 articles about (+)-dimethyl 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-trimethoxyisophthalate which
guide to synthetic route it.
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synthetic route:
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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
- Guidance literature:
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Multi-step reaction with 9 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
With
dmap; sodium tetrahydroborate; ortho-nitrophenyl selenocyanate; tributylphosphine; hydrogen; dihydrogen peroxide; sodium methylate; triethylamine; zinc(II) chloride;
palladium on activated charcoal;
In
methanol; diethyl ether; dichloromethane;
DOI:10.1021/jo981413+
- Guidance literature:
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Multi-step reaction with 8 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
With
dmap; sodium tetrahydroborate; ortho-nitrophenyl selenocyanate; tributylphosphine; hydrogen; dihydrogen peroxide; sodium methylate; zinc(II) chloride;
palladium on activated charcoal;
In
methanol; dichloromethane;
DOI:10.1021/jo981413+
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219954-67-3
(-)-dimethyl 5-<(1'R)-1'-((1R,2R,4R,7S,8R,11S)-7-(hydroxymethyl)-3,3,11-trimethyltricyclo<6.3.0.02,4>undec-9-en-11-yl)-3'-methylbutyl>-2,4,6-trimethoxyisophthalate
- Guidance literature:
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Multi-step reaction with 2 steps
1: 100 percent / H2 / Pd/C / methanol / 15 h / 3800 Torr / Ambient temperature
2: 1.) 2-nitrophenyl selenocyanate, n-Bu3P, 2.) aq. H2O2 / 1) THF, 50 deg C, 12 h; 2) THF, rt, 30 min
With
ortho-nitrophenyl selenocyanate; tributylphosphine; hydrogen; dihydrogen peroxide;
palladium on activated charcoal;
In
methanol;
DOI:10.1021/jo981413+