Technology Process of 2,6-dimethylphenyl (4Z,6S,7R,8S)-9-(p-methoxybenzyloxy)-7-hydroxy-4,6,8-trimethyl-4-nonenoate
There total 12 articles about 2,6-dimethylphenyl (4Z,6S,7R,8S)-9-(p-methoxybenzyloxy)-7-hydroxy-4,6,8-trimethyl-4-nonenoate 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:
- Guidance literature:
-
With
dicyclohexyl-carbodiimide;
dmap;
In
dichloromethane;
at 20 ℃;
for 16h;
DOI:10.1021/ja011211m
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: triflic acid / diethyl ether / 2 h / 20 °C
2.1: 85 percent / i-PrMgCl / tetrahydrofuran / 0.5 h / -15 °C
3.1: 90 percent / tetrahydrofuran; diethyl ether / 2 h / 0 °C
4.1: Et3N / diethyl ether / 1 h / 0 °C
5.1: diethyl ether / 21 h / -20 °C
5.2: 95 percent / 30percent aq. H2O2 / methanol / 0 - 20 °C / pH 7
6.1: 96 percent / SmI2 / tetrahydrofuran / 1.5 h / -10 °C
7.1: 97 percent / K2CO3 / methanol; H2O / 5 h / 20 °C
8.1: 94 percent / PPTS / toluene / 4 h / Heating
9.1: NaIO4; NaHCO3 / methanol; H2O / 2 h / 20 °C
10.1: 82 percent / DBU; 1-(t-butyldimethylsiloxy)-1-methoxyethene / various solvent(s) / 8 h / Heating
11.1: 5.5 g / aq. KOH / methanol / 0.5 h / Heating
12.1: 83 percent / DCC / 4-DMAP / CH2Cl2 / 16 h / 20 °C
With
potassium hydroxide; sodium periodate; samarium diiodide; trifluorormethanesulfonic acid; isopropylmagnesium chloride; ketene t-butyldimethylsilyl methyl acetal; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; dicyclohexyl-carbodiimide;
dmap;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene;
6.1: Evans-Tischenko reaction / 10.1: Claisen rearrangement;
DOI:10.1021/ja011211m
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 85 percent / i-PrMgCl / tetrahydrofuran / 0.5 h / -15 °C
2.1: 90 percent / tetrahydrofuran; diethyl ether / 2 h / 0 °C
3.1: Et3N / diethyl ether / 1 h / 0 °C
4.1: diethyl ether / 21 h / -20 °C
4.2: 95 percent / 30percent aq. H2O2 / methanol / 0 - 20 °C / pH 7
5.1: 96 percent / SmI2 / tetrahydrofuran / 1.5 h / -10 °C
6.1: 97 percent / K2CO3 / methanol; H2O / 5 h / 20 °C
7.1: 94 percent / PPTS / toluene / 4 h / Heating
8.1: NaIO4; NaHCO3 / methanol; H2O / 2 h / 20 °C
9.1: 82 percent / DBU; 1-(t-butyldimethylsiloxy)-1-methoxyethene / various solvent(s) / 8 h / Heating
10.1: 5.5 g / aq. KOH / methanol / 0.5 h / Heating
11.1: 83 percent / DCC / 4-DMAP / CH2Cl2 / 16 h / 20 °C
With
potassium hydroxide; sodium periodate; samarium diiodide; isopropylmagnesium chloride; ketene t-butyldimethylsilyl methyl acetal; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; dicyclohexyl-carbodiimide;
dmap;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene;
5.1: Evans-Tischenko reaction / 9.1: Claisen rearrangement;
DOI:10.1021/ja011211m
