Technology Process of (1S,3S,3aR,4S,7aS)-3-(3-acetoxy-4-methoxybenzyl)-4-tert-butyldimethylsiloxy-7-methylene-1-vinyl-1,2,3,3a,7,7a-hexahydroindene
There total 18 articles about (1S,3S,3aR,4S,7aS)-3-(3-acetoxy-4-methoxybenzyl)-4-tert-butyldimethylsiloxy-7-methylene-1-vinyl-1,2,3,3a,7,7a-hexahydroindene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: 88 percent / iPr2NEt / CH2Cl2 / 4 h / 0 - 20 °C
2.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C
2.2: 80 percent / tetrahydrofuran; hexane / 1 h / -78 °C
3.1: 30 percent / DBU / toluene / 1.5 h / Heating
4.1: 96 percent / LiAlH4 / tetrahydrofuran / 0.02 h / 0 °C
5.1: 95 percent / DMAP; pyridine / 1 h / 20 °C
6.1: 98 percent / Li; liquid NH3 / tetrahydrofuran / 0.08 h / -78 °C
7.1: 80 percent / Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C
8.1: t-BuOK / benzene / 4 h / Heating
8.2: 95 percent / benzene / 20 °C
9.1: 86 percent / TFA / tetrahydrofuran; H2O / 0.17 h / 0 °C
10.1: 91 percent / aq. NaOH / 0.5 h / 20 °C
11.1: 93 percent / DMAP / CH2Cl2 / 0.5 h / 20 °C
12.1: 78 percent / triethyl phosphite / 2 h / Heating
With
pyridine; dmap; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; potassium tert-butylate; ammonia; lithium; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; triethyl phosphite;
In
tetrahydrofuran; hexane; dichloromethane; water; toluene; benzene;
8.2: Wittig reaction;
DOI:10.1021/ol035443x
- Guidance literature:
-
Multi-step reaction with 14 steps
1.1: Br2; AcOH / 20 °C
2.1: K2CO3 / methanol / 20 °C
3.1: 88 percent / iPr2NEt / CH2Cl2 / 4 h / 0 - 20 °C
4.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C
4.2: 80 percent / tetrahydrofuran; hexane / 1 h / -78 °C
5.1: 30 percent / DBU / toluene / 1.5 h / Heating
6.1: 96 percent / LiAlH4 / tetrahydrofuran / 0.02 h / 0 °C
7.1: 95 percent / DMAP; pyridine / 1 h / 20 °C
8.1: 98 percent / Li; liquid NH3 / tetrahydrofuran / 0.08 h / -78 °C
9.1: 80 percent / Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C
10.1: t-BuOK / benzene / 4 h / Heating
10.2: 95 percent / benzene / 20 °C
11.1: 86 percent / TFA / tetrahydrofuran; H2O / 0.17 h / 0 °C
12.1: 91 percent / aq. NaOH / 0.5 h / 20 °C
13.1: 93 percent / DMAP / CH2Cl2 / 0.5 h / 20 °C
14.1: 78 percent / triethyl phosphite / 2 h / Heating
With
pyridine; dmap; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; potassium tert-butylate; ammonia; bromine; lithium; potassium carbonate; Dess-Martin periodane; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; triethyl phosphite;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; toluene; benzene;
10.2: Wittig reaction;
DOI:10.1021/ol035443x
![(3aR,4R,4aR,5S,7S,7aS,8aR)-5-(3-acetoxy-4-methoxybenzyl)-4-tert-butyldimethylsiloxy-8-methylene-7-(vinyl)octahydroindeno[5,6-d,1,3]dioxol-2-thione](/Databaselist/images/loading.webp)
