Technology Process of Toluene-4-sulfonic acid (2R,3S,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-hexyl ester
There total 11 articles about Toluene-4-sulfonic acid (2R,3S,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-hexyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
2,6-dimethylpyridine;
In
dichloromethane;
at 25 ℃;
for 2h;
DOI:10.1021/jo001377q
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 64 percent / 10-camphorsulfonic acid / CH2Cl2 / 16 h / 25 °C
2.1: (COCl)2; DMSO; Et3N / CH2Cl2 / 0.33 h / -78 °C
3.1: 10.4 g / diethyl ether / 3 h / 25 °C
4.1: (COCl)2; DMSO; Et3N / CH2Cl2 / 0.33 h / -78 °C
5.1: 8.84 g / benzene / 0.5 h / 25 °C
6.1: BMS; cyclohexene / tetrahydrofuran / 1 h / 25 °C
6.2: 89 percent / H2O2; NaOH / tetrahydrofuran; H2O / 2 h / 50 °C
7.1: (COCl)2; DMSO; Et3N / CH2Cl2 / 0.33 h / -78 °C
8.1: 4.92 g / n-Bu2BOTf; Et3N / CH2Cl2 / 2 h / -78 - 0 °C
9.1: 100 percent / LiBH4 / ethanol; diethyl ether / 1 h / -10 °C
10.1: 97 percent / pyridine / 2 h / 25 °C
11.1: 99 percent / 2,6-lutidine / CH2Cl2 / 2 h / 25 °C
With
2,6-dimethylpyridine; lithium borohydride; oxalyl dichloride; dimethylsulfide borane complex; di-n-butylboryl trifluoromethanesulfonate; (1S)-10-camphorsulfonic acid; dimethyl sulfoxide; triethylamine; cyclohexene;
In
tetrahydrofuran; pyridine; diethyl ether; ethanol; dichloromethane; benzene;
2.1: Swern oxidation / 3.1: Grignard reaction / 4.1: Swern oxidation / 5.1: Wittig reaction / 7.1: Swern oxidation / 8.1: Evans' aldol reaction;
DOI:10.1021/jo001377q
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 10.4 g / diethyl ether / 3 h / 25 °C
2.1: (COCl)2; DMSO; Et3N / CH2Cl2 / 0.33 h / -78 °C
3.1: 8.84 g / benzene / 0.5 h / 25 °C
4.1: BMS; cyclohexene / tetrahydrofuran / 1 h / 25 °C
4.2: 89 percent / H2O2; NaOH / tetrahydrofuran; H2O / 2 h / 50 °C
5.1: (COCl)2; DMSO; Et3N / CH2Cl2 / 0.33 h / -78 °C
6.1: 4.92 g / n-Bu2BOTf; Et3N / CH2Cl2 / 2 h / -78 - 0 °C
7.1: 100 percent / LiBH4 / ethanol; diethyl ether / 1 h / -10 °C
8.1: 97 percent / pyridine / 2 h / 25 °C
9.1: 99 percent / 2,6-lutidine / CH2Cl2 / 2 h / 25 °C
With
2,6-dimethylpyridine; lithium borohydride; oxalyl dichloride; dimethylsulfide borane complex; di-n-butylboryl trifluoromethanesulfonate; dimethyl sulfoxide; triethylamine; cyclohexene;
In
tetrahydrofuran; pyridine; diethyl ether; ethanol; dichloromethane; benzene;
1.1: Grignard reaction / 2.1: Swern oxidation / 3.1: Wittig reaction / 5.1: Swern oxidation / 6.1: Evans' aldol reaction;
DOI:10.1021/jo001377q
