Technology Process of (1R,3S)-5-{(Z)-2-[(1R,3aR,7aR)-1-((E)-(1R,4R)-5-Hydroxy-1,4,5-trimethyl-hex-2-enyl)-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-4-yl]-vinyl}-4-methyl-cyclohex-4-ene-1,3-diol
There total 13 articles about (1R,3S)-5-{(Z)-2-[(1R,3aR,7aR)-1-((E)-(1R,4R)-5-Hydroxy-1,4,5-trimethyl-hex-2-enyl)-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-4-yl]-vinyl}-4-methyl-cyclohex-4-ene-1,3-diol which
guide to synthetic route it.
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synthetic route:
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125762-66-5
(1R,3S)-5-{(Z)-2-[(1R,3aR,7aR)-1-((E)-(1R,4R)-5-Hydroxy-1,4,5-trimethyl-hex-2-enyl)-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-4-yl]-vinyl}-4-methyl-cyclohex-4-ene-1,3-diol
- Guidance literature:
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In
tetrahydrofuran; diethyl ether;
for 0.05h;
Irradiation;
DOI:10.1246/bcsj.62.3132
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125762-66-5
(1R,3S)-5-{(Z)-2-[(1R,3aR,7aR)-1-((E)-(1R,4R)-5-Hydroxy-1,4,5-trimethyl-hex-2-enyl)-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-4-yl]-vinyl}-4-methyl-cyclohex-4-ene-1,3-diol
- Guidance literature:
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Multi-step reaction with 9 steps
1: pyridine / Ambient temperature
2: potassium t-butoxide / dimethylformamide / Ambient temperature
3: WO3, 50percent NaOH, 30percent H2O2 / H2O; ethanol / 0.67 h / 60 - 75 °C
4: 94 percent / PPTS / CH2Cl2 / 4 h / Ambient temperature
5: n-butyllithium / hexane; tetrahydrofuran / 1 h / -70 - -60 °C
6: Na2HPO4, 5percent sodium amalgam / methanol / 0 deg C, 15 h, then RT, 3 h
7: PPTS / aq. ethanol / 1 h / 50 °C
8: LiAlH4 / tetrahydrofuran / 1.5 h / Heating
9: 28 percent / diethyl ether; tetrahydrofuran / 0.05 h / Irradiation
With
pyridine; sodium hydroxide; disodium hydrogenphosphate; sodium amalgam; lithium aluminium tetrahydride; n-butyllithium; potassium tert-butylate; dihydrogen peroxide; tungsten(VI) oxide; pyridinium p-toluenesulfonate;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.62.3132
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125762-66-5
(1R,3S)-5-{(Z)-2-[(1R,3aR,7aR)-1-((E)-(1R,4R)-5-Hydroxy-1,4,5-trimethyl-hex-2-enyl)-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-4-yl]-vinyl}-4-methyl-cyclohex-4-ene-1,3-diol
- Guidance literature:
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Multi-step reaction with 5 steps
1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -70 - -60 °C
2: Na2HPO4, 5percent sodium amalgam / methanol / 0 deg C, 15 h, then RT, 3 h
3: PPTS / aq. ethanol / 1 h / 50 °C
4: LiAlH4 / tetrahydrofuran / 1.5 h / Heating
5: 28 percent / diethyl ether; tetrahydrofuran / 0.05 h / Irradiation
With
disodium hydrogenphosphate; sodium amalgam; lithium aluminium tetrahydride; n-butyllithium; pyridinium p-toluenesulfonate;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; hexane;
DOI:10.1246/bcsj.62.3132