Technology Process of (2S,5S,3E)-2,5-bis[(1,1-dimethylethoxy)-carbonyl]amino-1-phenyl-6-(p-methoxy)phenylhex-3-ene
There total 17 articles about (2S,5S,3E)-2,5-bis[(1,1-dimethylethoxy)-carbonyl]amino-1-phenyl-6-(p-methoxy)phenylhex-3-ene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 7 steps
1.1: 86 percent / tetrahydrofuran; H2O / 2 h / 20 °C
2.1: 81 percent / LiBH4 / tetrahydrofuran / 3 h / 20 °C
3.1: 85 percent / sulfur trioxide pyridine complex; Et3N / dimethylsulfoxide / 1 h / 0 - 20 °C
4.1: n-BuLi / tetrahydrofuran / -78 °C
4.2: MeOH; DIBAL-H / tetrahydrofuran; hexane / 0.5 h / -78 °C
5.1: pyridine / CH2Cl2 / 12 h / 20 °C
6.1: 0.94 g / Na2HPO4; Na-Hg / methanol / 12 h / 0 - 20 °C
7.1: 65 percent / sodium / liquid ammonia; tetrahydrofuran / 1 h / -33 °C
With
pyridine; disodium hydrogenphosphate; lithium borohydride; n-butyllithium; sodium amalgam; sodium; sulfur trioxide pyridine complex; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; ammonia; water; dimethyl sulfoxide;
1.1: alkoxycarbonylation / 2.1: Reduction / 3.1: Oxidation / 4.1: Metallation / 4.2: Addition / 5.1: Acetylation / 6.1: Elimination / 7.1: debenzylation;
DOI:10.1016/S0040-4020(97)00160-9
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: NaBH4; I2 / tetrahydrofuran / 18 h / Heating
2.1: 95 percent / tetrahydrofuran; H2O / 1 h / 20 °C
3.1: 90 percent / pyridine / CH2Cl2 / 12 h / 20 °C
4.1: 83 percent / methanol; tetrahydrofuran / 3 h / 20 °C
5.1: 95 percent / m-chloroperbenzoic acid / CH2Cl2 / 1 h / 20 °C
6.1: n-BuLi / tetrahydrofuran / -78 °C
6.2: MeOH; DIBAL-H / tetrahydrofuran; hexane / 0.5 h / -78 °C
7.1: pyridine / CH2Cl2 / 12 h / 20 °C
8.1: 0.94 g / Na2HPO4; Na-Hg / methanol / 12 h / 0 - 20 °C
9.1: 65 percent / sodium / liquid ammonia; tetrahydrofuran / 1 h / -33 °C
With
pyridine; sodium tetrahydroborate; disodium hydrogenphosphate; n-butyllithium; sodium amalgam; iodine; sodium; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; methanol; dichloromethane; ammonia; water;
1.1: Reduction / 2.1: alkoxycarbonylation / 3.1: Tosylation / 4.1: Substitution / 5.1: Oxidation / 6.1: Metallation / 6.2: Addition / 7.1: Acetylation / 8.1: Elimination / 9.1: debenzylation;
DOI:10.1016/S0040-4020(97)00160-9