Technology Process of dimethyl (2S,3R)-3-ethyl-1-(9-phenylfluoren-9-yl)hexahydroquinolinate
There total 1 articles about dimethyl (2S,3R)-3-ethyl-1-(9-phenylfluoren-9-yl)hexahydroquinolinate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
lithium diisopropyl amide;
Yield given. Multistep reaction. Yields of byproduct given;
THF, hexane, 1) -78 deg C, 30 min, 2) - 78 deg C, 150 min;
DOI:10.1021/jo00297a023
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 98 percent / H2 / 10percent Pd/C / acetic acid / 2.5 h / Ambient temperature
2: 75 percent / NaHCO3 / acetonitrile / 24 h / Heating
3: PhPOCl2 / 0.25 h / 165 °C
4: 96 percent / LiAlH4 / tetrahydrofuran / 1.5 h / - 70 deg C up to r.t.
5: Et3N, SO3*pyridine / dimethylsulfoxide / 1 h / 20 °C
6: 1) potassium tert-butoxide / 1) THF, 10 deg C, 10 min, 2a) -78 up to -50 deg C, 1 h, 2b) -25 deg C, 30 min
7: methanol, HCl, acetyl chloride / 4 h / Heating
With
P,P-dichlorophenylphosphine oxide; hydrogenchloride; methanol; lithium aluminium tetrahydride; pyridine-SO3 complex; potassium tert-butylate; hydrogen; sodium hydrogencarbonate; triethylamine; acetyl chloride;
palladium on activated charcoal;
In
tetrahydrofuran; acetic acid; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/jo00297a023
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 98 percent / H2 / 10percent Pd/C / acetic acid / 2.5 h / Ambient temperature
2: 75 percent / NaHCO3 / acetonitrile / 24 h / Heating
3: PhPOCl2 / 0.25 h / 165 °C
4: 96 percent / LiAlH4 / tetrahydrofuran / 1.5 h / - 70 deg C up to r.t.
5: Et3N, SO3*pyridine / dimethylsulfoxide / 1 h / 20 °C
6: 1) potassium tert-butoxide / 1) THF, 10 deg C, 10 min, 2a) -78 up to -50 deg C, 1 h, 2b) -25 deg C, 30 min
7: methanol, HCl, acetyl chloride / 4 h / Heating
With
P,P-dichlorophenylphosphine oxide; hydrogenchloride; methanol; lithium aluminium tetrahydride; pyridine-SO3 complex; potassium tert-butylate; hydrogen; sodium hydrogencarbonate; triethylamine; acetyl chloride;
palladium on activated charcoal;
In
tetrahydrofuran; acetic acid; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/jo00297a023
