Technology Process of {(Z)-1-Fluoro-2-[(2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-vinyl}-phosphonic acid diethyl ester
There total 6 articles about {(Z)-1-Fluoro-2-[(2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-vinyl}-phosphonic acid diethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 84 percent / pyridine
2: NaH / dimethylformamide
3: cc H2SO4, MeOH
4: DMSO, oxalyl chloride, Et3N / CH2Cl2
5: ClPO3Et2, LDA / tetrahydrofuran / 6 h / -78 °C
6: 1.) Bu3SnH, AIBN; 2.) I2 / 1.) toluene, reflux, 24 h; 2.) Et2O, reflux
7: 10 percent / Et3N / PdCl2(PPh3)2 / 20 h / 90 °C / sealed tube
With
pyridine; methanol; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); sulfuric acid; iodine; tri-n-butyl-tin hydride; sodium hydride; diethyl chlorophosphate; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)79286-0
- Guidance literature:
-
Multi-step reaction with 3 steps
1: ClPO3Et2, LDA / tetrahydrofuran / 6 h / -78 °C
2: 1.) Bu3SnH, AIBN; 2.) I2 / 1.) toluene, reflux, 24 h; 2.) Et2O, reflux
3: 10 percent / Et3N / PdCl2(PPh3)2 / 20 h / 90 °C / sealed tube
With
2,2'-azobis(isobutyronitrile); iodine; tri-n-butyl-tin hydride; diethyl chlorophosphate; triethylamine; lithium diisopropyl amide;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran;
DOI:10.1016/S0040-4039(00)79286-0
- Guidance literature:
-
Multi-step reaction with 4 steps
1: DMSO, oxalyl chloride, Et3N / CH2Cl2
2: ClPO3Et2, LDA / tetrahydrofuran / 6 h / -78 °C
3: 1.) Bu3SnH, AIBN; 2.) I2 / 1.) toluene, reflux, 24 h; 2.) Et2O, reflux
4: 10 percent / Et3N / PdCl2(PPh3)2 / 20 h / 90 °C / sealed tube
With
oxalyl dichloride; 2,2'-azobis(isobutyronitrile); iodine; tri-n-butyl-tin hydride; diethyl chlorophosphate; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)79286-0