Technology Process of (2Z,13E)-1-benzyloxy-3,8,8,14,18-pentamethyl-11-methylene-2,13,17-nonadecatrien-7-ol
There total 20 articles about (2Z,13E)-1-benzyloxy-3,8,8,14,18-pentamethyl-11-methylene-2,13,17-nonadecatrien-7-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
2: 94 percent / LiAlH4 / tetrahydrofuran / 1) 4.5h reflux 2) 2h at r.t.
3: 97 percent / pyridine / 16 h / Ambient temperature
4: 56 percent / Li / liquid ammonia; diethyl ether / 0.42 h / -33 °C
5: 90 percent / CrO3/pyridine complex / CH2Cl2 / 1.5 h / Ambient temperature
6: 1) Mg / Br(CH2)2Br / 1) ether/1h/reflux 2) 1h reflux,then 18.5h at r.t.
With
pyridine; chromium(VI) oxide; lithium aluminium tetrahydride; lithium; magnesium; ethylene dibromide;
In
tetrahydrofuran; pyridine; diethyl ether; dichloromethane; ammonia;
DOI:10.1021/jo01301a028
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 90 percent / PBr3 / hexane / 0.33 h / 0 °C
3: 94 percent / LiAlH4 / tetrahydrofuran / 1) 4.5h reflux 2) 2h at r.t.
4: 97 percent / pyridine / 16 h / Ambient temperature
5: 56 percent / Li / liquid ammonia; diethyl ether / 0.42 h / -33 °C
6: 90 percent / CrO3/pyridine complex / CH2Cl2 / 1.5 h / Ambient temperature
7: 1) Mg / Br(CH2)2Br / 1) ether/1h/reflux 2) 1h reflux,then 18.5h at r.t.
With
pyridine; chromium(VI) oxide; lithium aluminium tetrahydride; phosphorus tribromide; lithium; magnesium; ethylene dibromide;
In
tetrahydrofuran; pyridine; diethyl ether; hexane; dichloromethane; ammonia;
DOI:10.1021/jo01301a028
- Guidance literature:
-
Multi-step reaction with 6 steps
1: NaH / DME 1) 80-85 deg C/ 1.5 h 2a) 1h reflux 2b) 16 h at r.t.
2: 1) O3 / pyridine 2) Me2S / 1) CH2Cl2 / -78 deg C 2) r.t./overnight
3: 87 percent / NaBH4 / ethanol / 3.5 h / Ambient temperature
4: 93 percent / pyridine / 24 h / 0 °C
5: 92 percent / LiBr / acetone / 21.5 h / Heating
6: 1) Mg / Br(CH2)2Br / 1) ether/1h/reflux 2) 1h reflux,then 18.5h at r.t.
With
pyridine; sodium tetrahydroborate; dimethylsulfide; sodium hydride; ozone; magnesium; ethylene dibromide; lithium bromide;
In
pyridine; ethanol; acetone;
DOI:10.1021/jo01301a028