Technology Process of (2E,4E,6S,7R,8E,10S,11R,12S,14S,15R)-15-(3-Amino-2,5-dimethoxyphenyl)-7-(tert-butyldimethylsiloxy)-11,12,15-trimethoxy-2,6,8,10,14-pentamethyl-2,4,8-pentadecatrienoic acid
There total 19 articles about (2E,4E,6S,7R,8E,10S,11R,12S,14S,15R)-15-(3-Amino-2,5-dimethoxyphenyl)-7-(tert-butyldimethylsiloxy)-11,12,15-trimethoxy-2,6,8,10,14-pentamethyl-2,4,8-pentadecatrienoic acid which
guide to synthetic route it.
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synthetic route:
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145514-11-0
Methyl (2E,4E,6S,7R,8E,10S,11R,12S,14S,15R)-15-(3-amino-2,5-dimethoxyphenyl)-7-(tert-butyldimethylsiloxy)-11,12,15-trimethoxy-2,6,8,10,14-pentamethyl-2,4,8-pentadecatrienoate
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145514-12-1
(2E,4E,6S,7R,8E,10S,11R,12S,14S,15R)-15-(3-Amino-2,5-dimethoxyphenyl)-7-(tert-butyldimethylsiloxy)-11,12,15-trimethoxy-2,6,8,10,14-pentamethyl-2,4,8-pentadecatrienoic acid
- Guidance literature:
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With
lithium hydroxide;
In
tetrahydrofuran; methanol; water;
for 32h;
Ambient temperature;
DOI:10.1021/jo00054a035
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145514-12-1
(2E,4E,6S,7R,8E,10S,11R,12S,14S,15R)-15-(3-Amino-2,5-dimethoxyphenyl)-7-(tert-butyldimethylsiloxy)-11,12,15-trimethoxy-2,6,8,10,14-pentamethyl-2,4,8-pentadecatrienoic acid
- Guidance literature:
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Multi-step reaction with 6 steps
1: 73 percent / 1 h / 110 °C
2: PCl5 / 1) 2 h, r.t., 2) 6 h, 75 deg C
3: Huenig's base / benzene / 1) 30 min, 0 deg C, 2) 13 h, r.t.
4: 1) n-BuLi / 1) Et2O, a) -78 deg C, 15 min, b) -20 deg C, 15 min 2) Et2O, -78 deg C to -60 deg C, 4 h
5: 100 percent / H2, quinoline / Lindlar's catalyst / ethanol / 10.5 h
6: 100 percent / LiOH / methanol; tetrahydrofuran; H2O / 32 h / Ambient temperature
With
quinoline; lithium hydroxide; n-butyllithium; phosphorus pentachloride; hydrogen; N-ethyl-N,N-diisopropylamine;
Lindlar's catalyst;
In
tetrahydrofuran; methanol; ethanol; water; benzene;
DOI:10.1021/jo00054a035
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145514-12-1
(2E,4E,6S,7R,8E,10S,11R,12S,14S,15R)-15-(3-Amino-2,5-dimethoxyphenyl)-7-(tert-butyldimethylsiloxy)-11,12,15-trimethoxy-2,6,8,10,14-pentamethyl-2,4,8-pentadecatrienoic acid
- Guidance literature:
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Multi-step reaction with 5 steps
1: PCl5 / 1) 2 h, r.t., 2) 6 h, 75 deg C
2: Huenig's base / benzene / 1) 30 min, 0 deg C, 2) 13 h, r.t.
3: 1) n-BuLi / 1) Et2O, a) -78 deg C, 15 min, b) -20 deg C, 15 min 2) Et2O, -78 deg C to -60 deg C, 4 h
4: 100 percent / H2, quinoline / Lindlar's catalyst / ethanol / 10.5 h
5: 100 percent / LiOH / methanol; tetrahydrofuran; H2O / 32 h / Ambient temperature
With
quinoline; lithium hydroxide; n-butyllithium; phosphorus pentachloride; hydrogen; N-ethyl-N,N-diisopropylamine;
Lindlar's catalyst;
In
tetrahydrofuran; methanol; ethanol; water; benzene;
DOI:10.1021/jo00054a035
