Technology Process of (S)-2,4-dimethoxy-6-trifluoromethanesulfonyloxy-benzoic acid 1-methyl-4-(2-pent-4-enyl-[1,3]dioxolan-2-yl)-butyl ester
There total 14 articles about (S)-2,4-dimethoxy-6-trifluoromethanesulfonyloxy-benzoic acid 1-methyl-4-(2-pent-4-enyl-[1,3]dioxolan-2-yl)-butyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
In
pyridine; dichloromethane;
at 0 ℃;
for 3h;
DOI:10.1021/jo0009999
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 3.15 g / imidazole / dimethylformamide / 20 h / 20 °C
2.1: Cp2ZrHCl / CH2Cl2 / 2 h / 20 °C
2.2: CH2Cl2 / 2 h / 20 °C
2.3: 77 percent / I2 / benzene; CH2Cl2 / 0.5 h / 5 °C
3.1: Mg / diethyl ether
3.2: 68 percent / diethyl ether / 4 h / Heating
4.1: 73 percent / pTsOH*H2O / benzene / 12 h / Heating
5.1: 89 percent / TBAF / tetrahydrofuran / 24 h / 20 °C
6.1: 71 percent / PPh3; DEAD / diethyl ether / 3 h / 20 °C
7.1: 89 percent / CH2Cl2; pyridine / 3 h / 0 °C
With
1H-imidazole; Schwartz's reagent; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; magnesium; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; pyridine; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene;
1.1: silylation / 2.1: hydrozirconation / 2.2: insertion reaction / 2.3: Elimination / 3.1: Solid phase reaction / 3.2: Grignard reaction / 4.1: cyclocondensation / 5.1: desilylation / 6.1: Esterification / 7.1: trifluoromethylsulfonylation;
DOI:10.1021/jo0009999
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: Mg / diethyl ether
1.2: 70 percent / diethyl ether / 3 °C / Heating
2.1: 98 percent / PPTS / toluene / 4 h / Heating
3.1: 41 percent / m-CPBA / CH2Cl2 / 16 h / 20 °C
4.1: 41 percent / (S,S)-CoIII(salen)(acetate) / H2O; tetrahydrofuran / 67 h / 20 °C
5.1: 95 percent / LiBEt3H / tetrahydrofuran / 1 h / 0 °C
6.1: 71 percent / PPh3; DEAD / diethyl ether / 3 h / 20 °C
7.1: 89 percent / CH2Cl2; pyridine / 3 h / 0 °C
With
(S,S)-CoIII(salen)(acetate); pyridinium p-toluenesulfonate; lithium triethylborohydride; magnesium; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; pyridine; diethyl ether; dichloromethane; water; toluene;
1.1: Solid phase reaction / 1.2: Grignard reaction / 2.1: cyclocondensation / 3.1: Oxidation / 4.1: optical resolution / 5.1: Reduction / 6.1: Esterification / 7.1: trifluoromethylsulfonylation;
DOI:10.1021/jo0009999
