Technology Process of 5-(Benzyloxy)-8-<(4'S,2'E)-5'-(tert-butyldiphenylsiloxy)-2',4'-dimethyl-1'-oxopent-2'-en-1'-yl>-1,4,7-trimethoxy-6-methyl-3-naphthoic acid
There total 10 articles about 5-(Benzyloxy)-8-<(4'S,2'E)-5'-(tert-butyldiphenylsiloxy)-2',4'-dimethyl-1'-oxopent-2'-en-1'-yl>-1,4,7-trimethoxy-6-methyl-3-naphthoic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
lithium hydroxide;
In
tetrahydrofuran; methanol; water;
at 23 ℃;
for 18h;
DOI:10.1021/jo00119a018
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 81 percent / Ag2O / CHCl3 / 6 h
2: aq. Na2S2O4 / n-Bu4NBr / tetrahydrofuran / 0.5 h
3: aq. KOH / tetrahydrofuran / 10 h
4: 85 percent / t-BuLi / tetrahydrofuran / 1.) -78 deg C, 15 min, 2.) -78 deg C, 1 h
5: 97 percent / DBU / acetonitrile / 2 h
6: 94 percent / NBS / H2SO4 / tetrahydrofuran / 6 h / 23 °C
7: 70 percent / n-BuLi / tetrahydrofuran / 1.) -100 deg C, 5 min, 2.) -100 deg C, 30 min then -100 to 23 deg C, 1 h
8: 85 percent / Dess-Martin periodinane, pyridine / CH2Cl2 / 1 h / 0 - 23 °C
9: 92 percent / LiOH*H2O / tetrahydrofuran; methanol; H2O / 18 h / 23 °C
With
pyridine; potassium hydroxide; lithium hydroxide; N-Bromosuccinimide; n-butyllithium; sodium dithionite; tert.-butyl lithium; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; silver(l) oxide;
sulfuric acid; tetrabutylammomium bromide;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; water; acetonitrile;
DOI:10.1021/jo00119a018
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 81 percent / Ag2O / CHCl3 / 6 h
2: aq. Na2S2O4 / n-Bu4NBr / tetrahydrofuran / 0.5 h
3: aq. KOH / tetrahydrofuran / 10 h
4: 85 percent / t-BuLi / tetrahydrofuran / 1.) -78 deg C, 15 min, 2.) -78 deg C, 1 h
5: 97 percent / DBU / acetonitrile / 2 h
6: 94 percent / NBS / H2SO4 / tetrahydrofuran / 6 h / 23 °C
7: 70 percent / n-BuLi / tetrahydrofuran / 1.) -100 deg C, 5 min, 2.) -100 deg C, 30 min then -100 to 23 deg C, 1 h
8: 85 percent / Dess-Martin periodinane, pyridine / CH2Cl2 / 1 h / 0 - 23 °C
9: 92 percent / LiOH*H2O / tetrahydrofuran; methanol; H2O / 18 h / 23 °C
With
pyridine; potassium hydroxide; lithium hydroxide; N-Bromosuccinimide; n-butyllithium; sodium dithionite; tert.-butyl lithium; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; silver(l) oxide;
sulfuric acid; tetrabutylammomium bromide;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; water; acetonitrile;
DOI:10.1021/jo00119a018
