Technology Process of Acetic acid (R)-2-((1R,4aS,4bS,8aS,10aS)-2-formyl-4b,8,8,10a-tetramethyl-tetradecahydro-phenanthren-1-yl)-1-(2-hydroxy-5-oxo-2,5-dihydro-furan-3-yl)-ethyl ester
There total 11 articles about Acetic acid (R)-2-((1R,4aS,4bS,8aS,10aS)-2-formyl-4b,8,8,10a-tetramethyl-tetradecahydro-phenanthren-1-yl)-1-(2-hydroxy-5-oxo-2,5-dihydro-furan-3-yl)-ethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
boron trifluoride diethyl etherate;
In
benzene;
at 10 ℃;
for 0.0833333h;
DOI:10.1021/jo0515529
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 98 percent / N-methylmorpholine N-oxide / TPAP / CH2Cl2 / 1 h / 20 °C
2.1: 98 percent / p-TsOH / benzene / 2 h / Heating
3.1: 50 percent / LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.33 h / -78 °C
4.1: NaHMDS / tetrahydrofuran / 0.33 h / -78 °C
4.2: 80 percent / tetrahydrofuran / -78 - 20 °C
5.1: 97 percent / p-TsOH; water / acetone / 15 h / 20 °C
6.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
6.2: 41 percent / tetrahydrofuran; hexane / 0.75 h / -78 °C
7.1: 99 percent / pyridine / 12 h / 20 °C
8.1: 77 percent / Rose Bengal; DIPEA; oxygen / CH2Cl2 / 3 h / -78 °C / Irradiation
9.1: 84 percent / m-CPBA / CH2Cl2 / 1 h / 20 °C
10.1: 50 percent / BF3*Et2O / benzene / 0.08 h / 10 °C
With
pyridine; n-butyllithium; boron trifluoride diethyl etherate; water; oxygen; sodium hexamethyldisilazane; rose bengal; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide;
tetrapropylammonium perruthennate;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; acetone; benzene;
DOI:10.1021/jo0515529
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 60 percent / DIBAL-H / CH2Cl2; toluene / 2 h / -78 °C
2.1: 98 percent / N-methylmorpholine N-oxide / TPAP / CH2Cl2 / 1 h / 20 °C
3.1: 98 percent / p-TsOH / benzene / 2 h / Heating
4.1: 50 percent / LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.33 h / -78 °C
5.1: NaHMDS / tetrahydrofuran / 0.33 h / -78 °C
5.2: 80 percent / tetrahydrofuran / -78 - 20 °C
6.1: 97 percent / p-TsOH; water / acetone / 15 h / 20 °C
7.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C
7.2: 41 percent / tetrahydrofuran; hexane / 0.75 h / -78 °C
8.1: 99 percent / pyridine / 12 h / 20 °C
9.1: 77 percent / Rose Bengal; DIPEA; oxygen / CH2Cl2 / 3 h / -78 °C / Irradiation
10.1: 84 percent / m-CPBA / CH2Cl2 / 1 h / 20 °C
11.1: 50 percent / BF3*Et2O / benzene / 0.08 h / 10 °C
With
pyridine; n-butyllithium; boron trifluoride diethyl etherate; water; oxygen; sodium hexamethyldisilazane; rose bengal; diisobutylaluminium hydride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide;
tetrapropylammonium perruthennate;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; acetone; toluene; benzene;
DOI:10.1021/jo0515529
