Technology Process of (E)-(2R,3S,4R,5R,9R)-3-(tert-butyldimethylsilanyloxy)-5-methoxy-9-(4-methoxyphenoxy)-2,4,7-trimethylundeca-6,10-dienethioic acid S-tert-butyl ester
There total 10 articles about (E)-(2R,3S,4R,5R,9R)-3-(tert-butyldimethylsilanyloxy)-5-methoxy-9-(4-methoxyphenoxy)-2,4,7-trimethylundeca-6,10-dienethioic acid S-tert-butyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
2,6-dimethylpyridine;
In
dichloromethane;
at 0 ℃;
for 1h;
DOI:10.1021/ja011424b
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 92 percent / Ag2O / diethyl ether / 3.5 h / 20 °C
2.1: 85 percent / CpRu(NCMe)3PF6 / acetone / 0.33 h / 20 °C
3.1: (-)-(1S,2S)-(2'-Ph2P-C6H4-CONH)2-1,2-diphenylethane; Pd2dba3*CHCl3; nBu4NCl / CH2Cl2 / 20 h / 20 °C
4.1: 96 percent / TBAF / tetrahydrofuran / 12 h / 20 °C
5.1: 84 percent / Dess-Martin periodinane; NaHCO3 / CH2Cl2 / 5 h / 0 °C
6.1: LDA / tetrahydrofuran / 0.5 h / -78 °C
6.2: 82 percent / tetrahydrofuran / 3 h / -107 °C
7.1: 86 percent / 2,6-lutidine / CH2Cl2 / 1 h / 0 °C
With
2,6-dimethylpyridine; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; (-)-(1S,2S)-(2'-Ph2P-C6H4-CONH)2-1,2-diphenylethane; tetrabutyl ammonium fluoride; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; Dess-Martin periodane; silver(l) oxide; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; dichloromethane; acetone;
2.1: Alder-ene reaction;
DOI:10.1021/ja0205232
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 99 percent / 2-methyl (S)-CBS oxazaborolidine; BH3*SMe2 / tetrahydrofuran / 1 h / -30 °C
2.1: 92 percent / Ag2O / diethyl ether / 3.5 h / 20 °C
3.1: 85 percent / CpRu(NCMe)3PF6 / acetone / 0.33 h / 20 °C
4.1: (-)-(1S,2S)-(2'-Ph2P-C6H4-CONH)2-1,2-diphenylethane; Pd2dba3*CHCl3; nBu4NCl / CH2Cl2 / 20 h / 20 °C
5.1: 96 percent / TBAF / tetrahydrofuran / 12 h / 20 °C
6.1: 84 percent / Dess-Martin periodinane; NaHCO3 / CH2Cl2 / 5 h / 0 °C
7.1: LDA / tetrahydrofuran / 0.5 h / -78 °C
7.2: 82 percent / tetrahydrofuran / 3 h / -107 °C
8.1: 86 percent / 2,6-lutidine / CH2Cl2 / 1 h / 0 °C
With
2,6-dimethylpyridine; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; dimethylsulfide borane complex; (-)-(1S,2S)-(2'-Ph2P-C6H4-CONH)2-1,2-diphenylethane; tetrabutyl ammonium fluoride; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; Dess-Martin periodane; silver(l) oxide; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; dichloromethane; acetone;
3.1: Alder-ene reaction;
DOI:10.1021/ja0205232
