Technology Process of (2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoic acid ((Z)-2-hydroxy-1-trimethylsilanyl-6-trityloxy-hex-4-enyl)-amide
There total 9 articles about (2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoic acid ((Z)-2-hydroxy-1-trimethylsilanyl-6-trityloxy-hex-4-enyl)-amide which
guide to synthetic route it.
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synthetic route:
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596818-23-4
(2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoic acid ((Z)-2-hydroxy-1-trimethylsilanyl-6-trityloxy-hex-4-enyl)-amide
- Guidance literature:
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Multi-step reaction with 7 steps
1: 76 percent / NaI; K2CO3 / dimethylformamide / 12 h / 20 °C
2: 53 percent / H2; NaBH4; (CH2NH2)2 / Ni(OAc)2*4H2O / ethanol / 8 h / 20 °C
3: 82 percent / Et3N; DMAP / CH2Cl2 / 12 h / 0 - 20 °C
4: 55 percent / mCPBA / CH2Cl2 / 2 h / 0 - 20 °C
5: 78 percent / NaN3; NH4Cl / methanol; H2O / 15 h / 0 - 20 °C
6: LiAlH4 / diethyl ether / 2 h / 0 - 20 °C
7: CH2Cl2 / 12 h
With
dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; hydrogen; potassium carbonate; ammonium chloride; ethylenediamine; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium iodide;
nickel diacetate;
In
methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(03)01171-7
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596818-23-4
(2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoic acid ((Z)-2-hydroxy-1-trimethylsilanyl-6-trityloxy-hex-4-enyl)-amide
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 93 percent / Et3N; DMAP / CH2Cl2 / 2 h / 0 - 20 °C
2: 76 percent / NaI; K2CO3 / dimethylformamide / 12 h / 20 °C
3: 53 percent / H2; NaBH4; (CH2NH2)2 / Ni(OAc)2*4H2O / ethanol / 8 h / 20 °C
4: 82 percent / Et3N; DMAP / CH2Cl2 / 12 h / 0 - 20 °C
5: 55 percent / mCPBA / CH2Cl2 / 2 h / 0 - 20 °C
6: 78 percent / NaN3; NH4Cl / methanol; H2O / 15 h / 0 - 20 °C
7: LiAlH4 / diethyl ether / 2 h / 0 - 20 °C
8: CH2Cl2 / 12 h
With
dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; hydrogen; potassium carbonate; ammonium chloride; ethylenediamine; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium iodide;
nickel diacetate;
In
methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(03)01171-7
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-
596818-23-4
(2E,4E,10E)-(6S,7S,8R,9S)-7,9-Dimethoxy-3,6,8-trimethyl-11-phenyl-undeca-2,4,10-trienoic acid ((Z)-2-hydroxy-1-trimethylsilanyl-6-trityloxy-hex-4-enyl)-amide
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 53 percent / H2; NaBH4; (CH2NH2)2 / Ni(OAc)2*4H2O / ethanol / 8 h / 20 °C
2: 82 percent / Et3N; DMAP / CH2Cl2 / 12 h / 0 - 20 °C
3: 55 percent / mCPBA / CH2Cl2 / 2 h / 0 - 20 °C
4: 78 percent / NaN3; NH4Cl / methanol; H2O / 15 h / 0 - 20 °C
5: LiAlH4 / diethyl ether / 2 h / 0 - 20 °C
6: CH2Cl2 / 12 h
With
dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; hydrogen; ammonium chloride; ethylenediamine; triethylamine; 3-chloro-benzenecarboperoxoic acid;
nickel diacetate;
In
methanol; diethyl ether; ethanol; dichloromethane; water;
DOI:10.1016/S0040-4039(03)01171-7