Technology Process of (1β,9aβ)-(+/-)-1,2,3,5,7,8,9,9a-octahydro-6-(phenylmethoxy)-1,8,8-trimethyl-6H-cyclopentacyclooctane
There total 21 articles about (1β,9aβ)-(+/-)-1,2,3,5,7,8,9,9a-octahydro-6-(phenylmethoxy)-1,8,8-trimethyl-6H-cyclopentacyclooctane which
guide to synthetic route it.
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synthetic route:
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104070-42-0
(1β,9aβ)-(+/-)-1,2,3,5,7,8,9,9a-octahydro-6-(phenylmethoxy)-1,8,8-trimethyl-6H-cyclopentacyclooctane
- Guidance literature:
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Multi-step reaction with 19 steps
1: NaBH4 / methanol / 0 °C
2: H2SO4 / diethyl ether
3: KO-t-Bu / tetrahydrofuran
4: DIBAH / toluene / -78 °C
5: NaH / tetrahydrofuran / 0 °C
6: 1.) O3; 2.) Me2S / 1.) CH2Cl2, -78 deg C; 2.) reflux
7: NaOH / methanol / Heating
8: DIBAH / diethyl ether / -100 °C
9: Et2Zn / toluene / 60 °C
10: PCC / CH2Cl2
11: tetrahydrofuran
12: 99 percent / BF3*Et2O / diethyl ether
13: tetrahydrofuran / 0.08 h / -30 °C
14: hexane / 4 h / 50 °C
15: diethyl ether / -78 °C
16: PCC / CH2Cl2
17: Me2S / diethyl ether
18: DIBAH / diethyl ether / -78 °C
19: 1.) KH / 1.) THF; 2.) THF
With
sodium hydroxide; sodium tetrahydroborate; dimethylsulfide; boron trifluoride diethyl etherate; potassium tert-butylate; diethylzinc; potassium hydride; sodium hydride; diisobutylaluminium hydride; ozone; pyridinium chlorochromate;
sulfuric acid;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene;
DOI:10.1021/ja00325a032
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104070-42-0
(1β,9aβ)-(+/-)-1,2,3,5,7,8,9,9a-octahydro-6-(phenylmethoxy)-1,8,8-trimethyl-6H-cyclopentacyclooctane
- Guidance literature:
-
Multi-step reaction with 18 steps
1: H2SO4 / diethyl ether
2: KO-t-Bu / tetrahydrofuran
3: DIBAH / toluene / -78 °C
4: NaH / tetrahydrofuran / 0 °C
5: 1.) O3; 2.) Me2S / 1.) CH2Cl2, -78 deg C; 2.) reflux
6: NaOH / methanol / Heating
7: DIBAH / diethyl ether / -100 °C
8: Et2Zn / toluene / 60 °C
9: PCC / CH2Cl2
10: tetrahydrofuran
11: 99 percent / BF3*Et2O / diethyl ether
12: tetrahydrofuran / 0.08 h / -30 °C
13: hexane / 4 h / 50 °C
14: diethyl ether / -78 °C
15: PCC / CH2Cl2
16: Me2S / diethyl ether
17: DIBAH / diethyl ether / -78 °C
18: 1.) KH / 1.) THF; 2.) THF
With
sodium hydroxide; dimethylsulfide; boron trifluoride diethyl etherate; potassium tert-butylate; diethylzinc; potassium hydride; sodium hydride; diisobutylaluminium hydride; ozone; pyridinium chlorochromate;
sulfuric acid;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene;
DOI:10.1021/ja00325a032
-
-
104070-42-0
(1β,9aβ)-(+/-)-1,2,3,5,7,8,9,9a-octahydro-6-(phenylmethoxy)-1,8,8-trimethyl-6H-cyclopentacyclooctane
- Guidance literature:
-
Multi-step reaction with 7 steps
1: tetrahydrofuran / 0.08 h / -30 °C
2: hexane / 4 h / 50 °C
3: diethyl ether / -78 °C
4: PCC / CH2Cl2
5: Me2S / diethyl ether
6: DIBAH / diethyl ether / -78 °C
7: 1.) KH / 1.) THF; 2.) THF
With
dimethylsulfide; potassium hydride; diisobutylaluminium hydride; pyridinium chlorochromate;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/ja00325a032