Technology Process of Acetic acid (2E,6E)-(1R,4R,5S,11R)-1-[(E)-(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-hept-3-enyl]-4,11-dimethyl-10-methylene-13-(tetrahydro-pyran-2-yloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-trideca-2,6-dienyl ester
There total 14 articles about Acetic acid (2E,6E)-(1R,4R,5S,11R)-1-[(E)-(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-hept-3-enyl]-4,11-dimethyl-10-methylene-13-(tetrahydro-pyran-2-yloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-trideca-2,6-dienyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: iPr2NEt, DMAP / CH2Cl2
2: 1.) Cp2ZrHCl, 2.) NIS / 1.) CH2Cl2, 2.) CH2Cl2
3: 84 percent / (PPh3)4Pd / 22 °C
4: TBAF / tetrahydrofuran
5: Dess-Martin periodinane, NaHCO3 / CH2Cl2
6: CrCl2 / tetrahydrofuran / Ambient temperature
7: 1.) t-BuLi, 2.) Me2Zn
8: 94 percent / pyridine, DMAP
With
pyridine; chromium dichloride; dmap; N-iodo-succinimide; Schwartz's reagent; tetrakis(triphenylphosphine) palladium(0); tetrabutyl ammonium fluoride; dimethyl zinc(II); tert.-butyl lithium; sodium hydrogencarbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; dichloromethane;
DOI:10.1021/ja982572d
- Guidance literature:
-
Multi-step reaction with 10 steps
1: NCS, Ph3P / CH2Cl2 / Heating
2: LDA / tetrahydrofuran / -30 °C
3: iPr2NEt, DMAP / CH2Cl2
4: 1.) Cp2ZrHCl, 2.) NIS / 1.) CH2Cl2, 2.) CH2Cl2
5: 84 percent / (PPh3)4Pd / 22 °C
6: TBAF / tetrahydrofuran
7: Dess-Martin periodinane, NaHCO3 / CH2Cl2
8: CrCl2 / tetrahydrofuran / Ambient temperature
9: 1.) t-BuLi, 2.) Me2Zn
10: 94 percent / pyridine, DMAP
With
pyridine; chromium dichloride; dmap; N-chloro-succinimide; N-iodo-succinimide; Schwartz's reagent; tetrakis(triphenylphosphine) palladium(0); tetrabutyl ammonium fluoride; dimethyl zinc(II); tert.-butyl lithium; sodium hydrogencarbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium diisopropyl amide;
In
tetrahydrofuran; dichloromethane;
DOI:10.1021/ja982572d
- Guidance literature:
-
Multi-step reaction with 6 steps
1: CrCl2 / tetrahydrofuran
2: (PPh3)4Pd / Ambient temperature
3: MeLi / diethyl ether
4: 1.) (COCl)2, DMSO, 2.) Et3N
5: 1.) t-BuLi, 2.) Me2Zn
6: 94 percent / pyridine, DMAP
With
pyridine; chromium dichloride; dmap; tetrakis(triphenylphosphine) palladium(0); oxalyl dichloride; methyllithium; dimethyl zinc(II); tert.-butyl lithium; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; diethyl ether;
DOI:10.1021/ja982572d