Technology Process of (1R,2S,3R)-phenylcyclopropane-2-13C-1,2,3-2H3
There total 13 articles about (1R,2S,3R)-phenylcyclopropane-2-13C-1,2,3-2H3 which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 11 steps
1: PCl5 / benzene / 5 h / 0 °C
2: NaNH2 / liquid ammonia; diethyl ether / 3 h / -78 °C
3: 87 percent / D2O, benzylhexadecyldimethylammonium chloride, NaOD / CH2Cl2
4: 2.) n-butyllithium / 1.) irradiation 20 min; 2.) n-butyllithium, hexane, THF, -78 deg C, 4 h 15 min
5: chiral copper catalyst / ethanol; cyclohexane / 70 °C
6: 82 percent / NaOH 25percent / methanol
8: 25percent NaOH / methanol
9: LiAlH4 / tetrahydrofuran
10: 97 percent / PCC / CH2Cl2
11: Wilkinson's catalyst / benzene
With
sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; deuteriated sodium hydroxide; phosphorus pentachloride; water-d2; cetyldimethylbenzylammonium chloride; sodium amide; pyridinium chlorochromate;
Wilkinson's catalyst; chiral copper catalyst;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; cyclohexane; ammonia; benzene;
DOI:10.1021/ja00330a046
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 87 percent / D2O, benzylhexadecyldimethylammonium chloride, NaOD / CH2Cl2
2: 2.) n-butyllithium / 1.) irradiation 20 min; 2.) n-butyllithium, hexane, THF, -78 deg C, 4 h 15 min
3: chiral copper catalyst / ethanol; cyclohexane / 70 °C
4: 82 percent / NaOH 25percent / methanol
6: 25percent NaOH / methanol
7: LiAlH4 / tetrahydrofuran
8: 97 percent / PCC / CH2Cl2
9: Wilkinson's catalyst / benzene
With
sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; deuteriated sodium hydroxide; water-d2; cetyldimethylbenzylammonium chloride; pyridinium chlorochromate;
Wilkinson's catalyst; chiral copper catalyst;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; cyclohexane; benzene;
DOI:10.1021/ja00330a046
- Guidance literature:
-
Multi-step reaction with 13 steps
1: 1.) tert-butyllithium / 1.) pentane, -78 deg C, 2.45 h; 2.) pentane, ether, -78 deg C, 7 h
2: PCC / CH2Cl2
3: PCl5 / benzene / 5 h / 0 °C
4: NaNH2 / liquid ammonia; diethyl ether / 3 h / -78 °C
5: 87 percent / D2O, benzylhexadecyldimethylammonium chloride, NaOD / CH2Cl2
6: 2.) n-butyllithium / 1.) irradiation 20 min; 2.) n-butyllithium, hexane, THF, -78 deg C, 4 h 15 min
7: chiral copper catalyst / ethanol; cyclohexane / 70 °C
8: 82 percent / NaOH 25percent / methanol
10: 25percent NaOH / methanol
11: LiAlH4 / tetrahydrofuran
12: 97 percent / PCC / CH2Cl2
13: Wilkinson's catalyst / benzene
With
sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; deuteriated sodium hydroxide; phosphorus pentachloride; water-d2; tert.-butyl lithium; cetyldimethylbenzylammonium chloride; sodium amide; pyridinium chlorochromate;
Wilkinson's catalyst; chiral copper catalyst;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; cyclohexane; ammonia; benzene;
DOI:10.1021/ja00330a046