Technology Process of Benzoic acid (Z)-(1S,4R)-1-((1R,2R)-1-benzyloxy-2-methoxymethoxy-propyl)-5-(2-isobutyl-[1,3]dioxolan-2-yl)-4-methyl-pent-2-enyl ester
There total 13 articles about Benzoic acid (Z)-(1S,4R)-1-((1R,2R)-1-benzyloxy-2-methoxymethoxy-propyl)-5-(2-isobutyl-[1,3]dioxolan-2-yl)-4-methyl-pent-2-enyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 5 steps
1: 95 percent / TEA / CH2Cl2 / 10 h / Ambient temperature
2: 87 percent / BF3*Et2O / CH2Cl2 / 3 h / -20 °C
3: 92 percent / Hunig's base / CH2Cl2 / 0 deg C, 1 h and room t., 15 h
4: 68 percent / I2, NaHCO3 / acetone; H2O / 1 h / -20 °C
5: 62 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 deg C, 3 h, room t., 1 h
With
n-butyllithium; TEA; boron trifluoride diethyl etherate; iodine; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; acetone;
DOI:10.1016/0040-4039(94)80021-9
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 88 percent / toluene / 10 h / 110 °C
2: 82 percent / PTSA / benzene / 48 h / 80 °C
3: 62 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 deg C, 3 h, room t., 1 h
With
n-butyllithium; toluene-4-sulfonic acid;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; toluene; benzene;
DOI:10.1016/0040-4039(94)80021-9
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 85 percent / LDA / hexamethylphosphoric acid triamide; tetrahydrofuran / 1.) -78 deg C, 2 h to room t., 3 h
2: 85 percent / TBAF / tetrahydrofuran / 1 h / Ambient temperature
3: pyridine / CHCl3 / 8 h / Ambient temperature
4: NaI / butan-2-one / 3 h / 80 °C
5: 5percent H2SO4 / methanol / 0.5 h / Ambient temperature
6: 0.5N NaOH / diethyl ether / 0.17 h
7: 88 percent / toluene / 10 h / 110 °C
8: 82 percent / PTSA / benzene / 48 h / 80 °C
9: 62 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 deg C, 3 h, room t., 1 h
With
pyridine; sodium hydroxide; n-butyllithium; sulfuric acid; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; sodium iodide; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; chloroform; toluene; butanone; benzene;
DOI:10.1016/0040-4039(94)80021-9
