Technology Process of 1-[(3S,3aR,4S,6R,7aR)-3-(4-Methoxymethoxymethyl-phenoxy)-4,6,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl]-ethanone
There total 11 articles about 1-[(3S,3aR,4S,6R,7aR)-3-(4-Methoxymethoxymethyl-phenoxy)-4,6,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl]-ethanone which
guide to synthetic route it.
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synthetic route:
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864151-98-4
(1S,3aR,5R,7S,7aR)-3a,5,7-Trimethyl-3-(2-methyl-[1,3]dithian-2-yl)-3a,4,5,6,7,7a-hexahydro-1H-inden-1-ol
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864151-99-5
1-[(3S,3aR,4S,6R,7aR)-3-(4-Methoxymethoxymethyl-phenoxy)-4,6,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl]-ethanone
- Guidance literature:
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(1S,3aR,5R,7S,7aR)-3a,5,7-Trimethyl-3-(2-methyl-[1,3]dithian-2-yl)-3a,4,5,6,7,7a-hexahydro-1H-inden-1-ol; η6-4-FC6H4CH2OMOM-Cr(CO)3;
With
sodium hydride;
In
tetrahydrofuran;
for 7h;
Heating;
With
ammonium cerium(IV) nitrate; sodium hydrogencarbonate;
In
acetonitrile;
at -23 ℃;
for 0.333333h;
With
Dess-Martin periodane;
In
dichloromethane; acetonitrile;
at 20 ℃;
for 39h;
DOI:10.1055/s-2005-871549
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864151-99-5
1-[(3S,3aR,4S,6R,7aR)-3-(4-Methoxymethoxymethyl-phenoxy)-4,6,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl]-ethanone
- Guidance literature:
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Multi-step reaction with 6 steps
1.1: 93 percent / (COCl)2; DMSO; Et3N / 1 h / -78 - 0 °C
2.1: LDA / tetrahydrofuran / 3 h / -78 °C
2.2: tetrahydrofuran
3.1: allyl carbonate / Pd(OAc)2 / acetonitrile / Heating
4.1: 97 percent / tetrahydrofuran / 5 h / -78 - -23 °C
5.1: 77 percent / aq. H2SO4 / tetrahydrofuran / 24 h / 0 - 20 °C
6.1: NaH / tetrahydrofuran / 7 h / Heating
6.2: CAN; NaHCO3 / acetonitrile / 0.33 h / -23 °C
6.3: 70 percent / aq. Dess-Martin periodinane / acetonitrile; CH2Cl2 / 39 h / 20 °C
With
oxalyl dichloride; diallylcarbonate; sulfuric acid; sodium hydride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide;
palladium diacetate;
In
tetrahydrofuran; acetonitrile;
1.1: Swern oxidation;
DOI:10.1055/s-2005-871549
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864151-99-5
1-[(3S,3aR,4S,6R,7aR)-3-(4-Methoxymethoxymethyl-phenoxy)-4,6,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl]-ethanone
- Guidance literature:
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Multi-step reaction with 5 steps
1.1: LDA / tetrahydrofuran / 3 h / -78 °C
1.2: tetrahydrofuran
2.1: allyl carbonate / Pd(OAc)2 / acetonitrile / Heating
3.1: 97 percent / tetrahydrofuran / 5 h / -78 - -23 °C
4.1: 77 percent / aq. H2SO4 / tetrahydrofuran / 24 h / 0 - 20 °C
5.1: NaH / tetrahydrofuran / 7 h / Heating
5.2: CAN; NaHCO3 / acetonitrile / 0.33 h / -23 °C
5.3: 70 percent / aq. Dess-Martin periodinane / acetonitrile; CH2Cl2 / 39 h / 20 °C
With
diallylcarbonate; sulfuric acid; sodium hydride; lithium diisopropyl amide;
palladium diacetate;
In
tetrahydrofuran; acetonitrile;
DOI:10.1055/s-2005-871549