Technology Process of 5-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-4-hydroxy-1-(4-methoxy-benzyloxy)-2-oxo-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester
There total 13 articles about 5-[(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-4-hydroxy-1-(4-methoxy-benzyloxy)-2-oxo-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
N-{2-[4-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-hydroxy-propyl}-N-(4-methoxy-benzyloxy)-malonamic acid ethyl ester;
With
sodium hydrogencarbonate; Dess-Martin periodane;
In
dichloromethane;
With
sodium chlorite; sodium dihydrogenphosphate;
In
water; acetonitrile; tert-butyl alcohol;
at 0 ℃;
With
sodium hydride; 1,1'-carbonyldiimidazole;
In
N,N-dimethyl-formamide;
at 20 ℃;
DOI:10.3987/com-05-s(t)70
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 84 percent / imidazole / CH2Cl2
2.1: m-chloroperbenzoic acid; NaHCO3 / CH2Cl2 / 0 °C
3.1: [C(CH3)2(CH2)3C(CH3)2]NLi / hexane; benzene / 0 - 20 °C
4.1: 87 percent / tri-n-butylphosphine / CH2Cl2 / 0.08 h / 22 °C
5.1: 86 percent / DIBAL / toluene
6.1: 97 percent / imidazole / CH2Cl2
7.1: toluene / 180 °C
8.1: PPTs; 4 Angstroem molecular sieves / CH2Cl2 / 20 °C
8.2: NaCNBH3 / acetic acid / 10 °C
9.1: 75 percent / benzotriazol-1-yloxytris(Me2N)phosphonium hexaFphosphate
10.1: Dess-Martin periodinane; NaHCO3 / CH2Cl2
10.2: NaClO2; NaH2PO4 / acetonitrile; H2O; 2-methyl-propan-2-ol / 0 °C
10.3: 40 percent / 1,1'-carbonyldiimidazole; NaH / dimethylformamide / 20 °C
With
1H-imidazole; tributylphosphine; 4 A molecular sieve; 2,2,6,6-tetramethylpiperidinyl-lithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid;
In
hexane; dichloromethane; toluene; benzene;
DOI:10.3987/com-05-s(t)70
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: m-chloroperbenzoic acid; NaHCO3 / CH2Cl2 / 0 °C
2.1: [C(CH3)2(CH2)3C(CH3)2]NLi / hexane; benzene / 0 - 20 °C
3.1: 87 percent / tri-n-butylphosphine / CH2Cl2 / 0.08 h / 22 °C
4.1: 86 percent / DIBAL / toluene
5.1: 97 percent / imidazole / CH2Cl2
6.1: toluene / 180 °C
7.1: PPTs; 4 Angstroem molecular sieves / CH2Cl2 / 20 °C
7.2: NaCNBH3 / acetic acid / 10 °C
8.1: 75 percent / benzotriazol-1-yloxytris(Me2N)phosphonium hexaFphosphate
9.1: Dess-Martin periodinane; NaHCO3 / CH2Cl2
9.2: NaClO2; NaH2PO4 / acetonitrile; H2O; 2-methyl-propan-2-ol / 0 °C
9.3: 40 percent / 1,1'-carbonyldiimidazole; NaH / dimethylformamide / 20 °C
With
1H-imidazole; tributylphosphine; 4 A molecular sieve; 2,2,6,6-tetramethylpiperidinyl-lithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid;
In
hexane; dichloromethane; toluene; benzene;
DOI:10.3987/com-05-s(t)70
![<i>N</i>-{2-[4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-3-hydroxy-propyl}-<i>N</i>-(4-methoxy-benzyloxy)-malonamic acid ethyl ester](/Databaselist/images/loading.webp)
