Technology Process of (2Z,4E,10E,12E)-(6R,7S,8S,14S,15R,16S)-7-(Diethyl-isopropyl-silanyloxy)-15-hydroxy-2,14-dimethoxy-17-[(4-methoxy-phenyl)-diphenyl-methoxy]-4,6,8,10,16-pentamethyl-heptadeca-2,4,10,12-tetraenoic acid methyl ester
There total 32 articles about (2Z,4E,10E,12E)-(6R,7S,8S,14S,15R,16S)-7-(Diethyl-isopropyl-silanyloxy)-15-hydroxy-2,14-dimethoxy-17-[(4-methoxy-phenyl)-diphenyl-methoxy]-4,6,8,10,16-pentamethyl-heptadeca-2,4,10,12-tetraenoic acid methyl ester which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
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188938-33-2
(2Z,4E,10E,12E)-(6R,7S,8S,14S,15R,16S)-7-(Diethyl-isopropyl-silanyloxy)-15,17-dihydroxy-2,14-dimethoxy-4,6,8,10,16-pentamethyl-heptadeca-2,4,10,12-tetraenoic acid methyl ester
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188938-34-3
(2Z,4E,10E,12E)-(6R,7S,8S,14S,15R,16S)-7-(Diethyl-isopropyl-silanyloxy)-15-hydroxy-2,14-dimethoxy-17-[(4-methoxy-phenyl)-diphenyl-methoxy]-4,6,8,10,16-pentamethyl-heptadeca-2,4,10,12-tetraenoic acid methyl ester
- Guidance literature:
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With
dmap; triethylamine;
In
dichloromethane;
for 3.5h;
Ambient temperature;
DOI:10.1016/0040-4039(95)02351-8
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188938-34-3
(2Z,4E,10E,12E)-(6R,7S,8S,14S,15R,16S)-7-(Diethyl-isopropyl-silanyloxy)-15-hydroxy-2,14-dimethoxy-17-[(4-methoxy-phenyl)-diphenyl-methoxy]-4,6,8,10,16-pentamethyl-heptadeca-2,4,10,12-tetraenoic acid methyl ester
- Guidance literature:
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Multi-step reaction with 9 steps
1: 60 percent / <1,1'-bis(diphenylphosphino)ferrocene>palladium(II) chloride / dimethylformamide / 15 h / 50 °C
2: 79 percent / MeLi / diethyl ether / 0.5 h / 25 °C
3: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 20 min, 2.) to 0 deg C, 40 min.
4: toluene / 4 h / 100 °C
5: 97 percent / DIBAL / toluene / 0.08 h / -78 °C
6: 100 percent / MnO2 / CH2Cl2 / 2 h / 25 °C
7: 1.) 1.0M NaN(TMS)2 / 1.) THF, -78 deg C, 0.5 h, 2.) 25 deg C, 0.5 h.
8: 98 percent / pyridinium p-toluenesulfonate / methanol / 0.5 h / 25 °C
9: 91 percent / Et3N / CH2Cl2 / 5 h / 25 °C
With
manganese(IV) oxide; oxalyl dichloride; methyllithium; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;
In
methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo970314d
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188938-34-3
(2Z,4E,10E,12E)-(6R,7S,8S,14S,15R,16S)-7-(Diethyl-isopropyl-silanyloxy)-15-hydroxy-2,14-dimethoxy-17-[(4-methoxy-phenyl)-diphenyl-methoxy]-4,6,8,10,16-pentamethyl-heptadeca-2,4,10,12-tetraenoic acid methyl ester
- Guidance literature:
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Multi-step reaction with 10 steps
1: 100 percent / 2,6-lutidine / CH2Cl2 / 4 h / 25 °C
2: 60 percent / <1,1'-bis(diphenylphosphino)ferrocene>palladium(II) chloride / dimethylformamide / 15 h / 50 °C
3: 79 percent / MeLi / diethyl ether / 0.5 h / 25 °C
4: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 20 min, 2.) to 0 deg C, 40 min.
5: toluene / 4 h / 100 °C
6: 97 percent / DIBAL / toluene / 0.08 h / -78 °C
7: 100 percent / MnO2 / CH2Cl2 / 2 h / 25 °C
8: 1.) 1.0M NaN(TMS)2 / 1.) THF, -78 deg C, 0.5 h, 2.) 25 deg C, 0.5 h.
9: 98 percent / pyridinium p-toluenesulfonate / methanol / 0.5 h / 25 °C
10: 91 percent / Et3N / CH2Cl2 / 5 h / 25 °C
With
2,6-dimethylpyridine; manganese(IV) oxide; oxalyl dichloride; methyllithium; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;
In
methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo970314d
