Technology Process of Cyclohexanone, 4-(hydroxymethyl)-3-methyl-3-(4-methyl-3-pentenyl)-, (3S,4R)- (9CI)
There total 11 articles about Cyclohexanone, 4-(hydroxymethyl)-3-methyl-3-(4-methyl-3-pentenyl)-, (3S,4R)- (9CI) which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 72 percent / diethyl ether / 1.5 h / -78 °C
2.1: 86 percent / molecular sieves 4 Angstroem; NMO; TPAP / CH2Cl2 / 0.5 h / 20 °C
3.1: 93 percent / Huenig base / CH2Cl2 / 1 h / -78 °C
4.1: (R,R)-2,6-bis(4-(4-EtO-C6H4)-4,5-H2-1,3-oxazol-2-yl)pyridine; FeBr3; AgSbF6 / molecular sieves 5 Angstroem / CH2Cl2 / 0.25 h / 20 °C
4.2: CH2Cl2 / 30 h / -70 °C
5.1: n-BuLi / tetrahydrofuran / 0.5 h / 0 °C
5.2: tetrahydrofuran / 0.5 h / 0 °C
6.1: LiAlH4 / tetrahydrofuran / 0.33 h / 0 °C
7.1: HF*pyridine / 6 h / 20 °C
With
silver hexafluoroantimonate; ferric(III) bromide; lithium aluminium tetrahydride; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; (R,R)-2,6-bis(4-(4-EtO-C6H4)-4,5-H2-1,3-oxazol-2-yl)pyridine;
5A molecular sieve;
In
tetrahydrofuran; diethyl ether; dichloromethane;
4.2: enantioselective Diels-Alder reaction;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 98 percent / diethyl ether / 1.5 h / -78 °C
2.1: 89 percent / molecular sieves 4 Angstroem; NMO; TPAP / CH2Cl2 / 0.5 h / 20 °C
3.1: 81 percent / Huenig base / CH2Cl2 / 1 h / -78 °C
4.1: (R,R)-2,6-bis(4-(4-EtO-C6H4)-4,5-H2-1,3-oxazol-2-yl)pyridine; FeBr3; AgSbF6 / molecular sieves 5 Angstroem / CH2Cl2 / 0.25 h / 20 °C
4.2: CH2Cl2 / 30 h / -70 °C
5.1: n-BuLi / tetrahydrofuran / 0.5 h / 0 °C
5.2: tetrahydrofuran / 0.5 h / 0 °C
6.1: LiAlH4 / tetrahydrofuran / 0.33 h / 0 °C
7.1: HF*pyridine / 6 h / 20 °C
With
silver hexafluoroantimonate; ferric(III) bromide; lithium aluminium tetrahydride; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; (R,R)-2,6-bis(4-(4-EtO-C6H4)-4,5-H2-1,3-oxazol-2-yl)pyridine;
5A molecular sieve;
In
tetrahydrofuran; diethyl ether; dichloromethane;
4.2: enantioselective Diels-Alder reaction;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 81 percent / Huenig base / CH2Cl2 / 1 h / -78 °C
2.1: (R,R)-2,6-bis(4-(4-EtO-C6H4)-4,5-H2-1,3-oxazol-2-yl)pyridine; FeBr3; AgSbF6 / molecular sieves 5 Angstroem / CH2Cl2 / 0.25 h / 20 °C
2.2: CH2Cl2 / 30 h / -70 °C
3.1: n-BuLi / tetrahydrofuran / 0.5 h / 0 °C
3.2: tetrahydrofuran / 0.5 h / 0 °C
4.1: LiAlH4 / tetrahydrofuran / 0.33 h / 0 °C
5.1: HF*pyridine / 6 h / 20 °C
With
silver hexafluoroantimonate; ferric(III) bromide; lithium aluminium tetrahydride; n-butyllithium; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; (R,R)-2,6-bis(4-(4-EtO-C6H4)-4,5-H2-1,3-oxazol-2-yl)pyridine;
5A molecular sieve;
In
tetrahydrofuran; dichloromethane;
2.2: enantioselective Diels-Alder reaction;