Technology Process of (6Z,8E,10E,14Z)-(5S,12R)-5-Benzoyloxy-12-hydroxy-icosa-6,8,10,14-tetraenedioic acid 1-ethyl ester 20-methyl ester
There total 10 articles about (6Z,8E,10E,14Z)-(5S,12R)-5-Benzoyloxy-12-hydroxy-icosa-6,8,10,14-tetraenedioic acid 1-ethyl ester 20-methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 60 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C
3: TFA / tetrahydrofuran; H2O / 6 h / Ambient temperature
4: Pb(OAc)4, Na2CO3
5: 30 percent / benzene / 16 h / 80 °C
6: 80 percent / NaBH4, CeCl3 / propan-2-ol / 0 °C
7: 40 percent / 1) CBr4; / 2) CH3CN
8: LiHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C
9: -78 - -45 °C
10: 80 percent / (nBu)4NF / tetrahydrofuran / 0 - 25 °C
With
lead(IV) acetate; sodium tetrahydroborate; cerium(III) chloride; carbon tetrabromide; tetrabutyl ammonium fluoride; sodium carbonate; trifluoroacetic acid; lithium hexamethyldisilazane;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; water; isopropyl alcohol; benzene;
DOI:10.1016/S0040-4039(00)85704-4
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 30 percent / benzene / 16 h / 80 °C
2: 80 percent / NaBH4, CeCl3 / propan-2-ol / 0 °C
3: 40 percent / 1) CBr4; / 2) CH3CN
4: LiHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C
5: -78 - -45 °C
6: 80 percent / (nBu)4NF / tetrahydrofuran / 0 - 25 °C
With
sodium tetrahydroborate; cerium(III) chloride; carbon tetrabromide; tetrabutyl ammonium fluoride; lithium hexamethyldisilazane;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; isopropyl alcohol; benzene;
DOI:10.1016/S0040-4039(00)85704-4