Technology Process of Propanoic acid, 2,2-dimethyl-,
(2Z)-2-[(3S,5R)-5-hydroxy-2-methylene-3-[(tetrahydro-2H-pyran-2-yl)oxy
]cyclohexylidene]ethyl ester
There total 13 articles about Propanoic acid, 2,2-dimethyl-,
(2Z)-2-[(3S,5R)-5-hydroxy-2-methylene-3-[(tetrahydro-2H-pyran-2-yl)oxy
]cyclohexylidene]ethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
at 20 ℃;
for 1h;
DOI:10.1021/ja003976k
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: MgSO4 / methanol; H2O / 12 h / 20 °C
2.1: imidazole / dimethylformamide / 10 h / 20 °C
3.1: DIBAL / CH2Cl2; toluene / 1 h / -78 °C
4.1: 12.30 g / NaClO2; NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol / 1 h / 0 °C
5.1: carbonyl diimidazole / tetrahydrofuran / 3 h / 20 °C
5.2: tetrahydrofuran / 24 h / 20 °C
6.1: NaH / tetrahydrofuran; various solvent(s) / 0.5 h / 0 °C
6.2: tetrahydrofuran; various solvent(s) / 12 h / 20 °C
7.1: 13.14 g / DIBAL / toluene; tetrahydrofuran / 2 h / -78 °C
8.1: 57 percent / Pd(OAc)2; PPh3; Et3N / dimethylformamide / 6 h / 30 °C
9.1: 91 percent / pyridine; DMAP / CH2Cl2 / 1 h / 0 °C
10.1: 99 percent / TBAF*xH2O / tetrahydrofuran / 1 h / 20 °C
With
pyridine; 1H-imidazole; dmap; palladium diacetate; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; magnesium sulfate; triethylamine; triphenylphosphine; 1,1'-carbonyldiimidazole;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
8.1: Mizoroki-Heck reaction;
DOI:10.1021/ja003976k
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: imidazole / dimethylformamide / 10 h / 20 °C
2.1: DIBAL / CH2Cl2; toluene / 1 h / -78 °C
3.1: 12.30 g / NaClO2; NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol / 1 h / 0 °C
4.1: carbonyl diimidazole / tetrahydrofuran / 3 h / 20 °C
4.2: tetrahydrofuran / 24 h / 20 °C
5.1: NaH / tetrahydrofuran; various solvent(s) / 0.5 h / 0 °C
5.2: tetrahydrofuran; various solvent(s) / 12 h / 20 °C
6.1: 13.14 g / DIBAL / toluene; tetrahydrofuran / 2 h / -78 °C
7.1: 57 percent / Pd(OAc)2; PPh3; Et3N / dimethylformamide / 6 h / 30 °C
8.1: 91 percent / pyridine; DMAP / CH2Cl2 / 1 h / 0 °C
9.1: 99 percent / TBAF*xH2O / tetrahydrofuran / 1 h / 20 °C
With
pyridine; 1H-imidazole; dmap; palladium diacetate; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; triethylamine; triphenylphosphine; 1,1'-carbonyldiimidazole;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
7.1: Mizoroki-Heck reaction;
DOI:10.1021/ja003976k