Technology Process of Propanoic acid, 2,2-dimethyl-,
(2R,3S)-4-[(2R)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3,4-dihydro-6-[3
-[(4-methoxyphenyl)methoxy]propyl]-2-[(1E)-2-[(S)-(4-methylphenyl)sulfin
yl]ethenyl]-2H-pyran-5-yl]-2,3-dimethylbutyl ester
There total 13 articles about Propanoic acid, 2,2-dimethyl-,
(2R,3S)-4-[(2R)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3,4-dihydro-6-[3
-[(4-methoxyphenyl)methoxy]propyl]-2-[(1E)-2-[(S)-(4-methylphenyl)sulfin
yl]ethenyl]-2H-pyran-5-yl]-2,3-dimethylbutyl ester 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:
-
2,2-Dimethyl-propionic acid (2R,3S)-4-{(R)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-6-[1-hydroxy-2-((S)-toluene-4-sulfinyl)-ethyl]-2-[3-(4-methoxy-benzyloxy)-propyl]-5,6-dihydro-4H-pyran-3-yl}-2,3-dimethyl-butyl ester;
With
chloro-trimethyl-silane; potassium hexamethylsilazane;
In
tetrahydrofuran; toluene;
at -78 ℃;
for 15h;
With
lithium diisopropyl amide;
In
tetrahydrofuran;
at -78 ℃;
for 0.5h;
DOI:10.1021/ol050321l
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 95 percent / I2; Ph3P; imidazole / CH2Cl2 / 14 h / 20 °C
2.1: LDA / tetrahydrofuran / 0.33 h / -78 °C
2.2: 85 percent / DMPU / tetrahydrofuran / 3 h / 0 °C
3.1: 95 percent / KHMDS / tetrahydrofuran / -78 °C
4.1: t-BuLi / tetrahydrofuran; pentane / 0.17 h / -78 °C
4.2: ZnCl2 / tetrahydrofuran; pentane / 0.08 h
4.3: 75 percent / NMP / Pd[P(t-Bu)3]2 / tetrahydrofuran; pentane / 0.5 h / -78 - 20 °C
5.1: 91 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C
6.1: SO3*pyridine; DMSO; Et3N / CH2Cl2 / 12 h / 20 °C
7.1: LDA / tetrahydrofuran / 0.33 h / 0 °C
7.2: tetrahydrofuran / 1 h / -78 °C
8.1: TMSCl; KHMDS / tetrahydrofuran; toluene / 15 h / -78 °C
8.2: 84 percent / LDA / tetrahydrofuran / 0.5 h / -78 °C
With
1H-imidazole; chloro-trimethyl-silane; pyridine-SO3 complex; tetrabutyl ammonium fluoride; iodine; tert.-butyl lithium; potassium hexamethylsilazane; dimethyl sulfoxide; triethylamine; triphenylphosphine; lithium diisopropyl amide;
In
tetrahydrofuran; dichloromethane; toluene; pentane;
4.3: Negishi coupling;
DOI:10.1021/ol050321l
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: LDA / tetrahydrofuran / 0.33 h / -78 °C
1.2: 85 percent / DMPU / tetrahydrofuran / 3 h / 0 °C
2.1: 95 percent / KHMDS / tetrahydrofuran / -78 °C
3.1: t-BuLi / tetrahydrofuran; pentane / 0.17 h / -78 °C
3.2: ZnCl2 / tetrahydrofuran; pentane / 0.08 h
3.3: 75 percent / NMP / Pd[P(t-Bu)3]2 / tetrahydrofuran; pentane / 0.5 h / -78 - 20 °C
4.1: 91 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C
5.1: SO3*pyridine; DMSO; Et3N / CH2Cl2 / 12 h / 20 °C
6.1: LDA / tetrahydrofuran / 0.33 h / 0 °C
6.2: tetrahydrofuran / 1 h / -78 °C
7.1: TMSCl; KHMDS / tetrahydrofuran; toluene / 15 h / -78 °C
7.2: 84 percent / LDA / tetrahydrofuran / 0.5 h / -78 °C
With
chloro-trimethyl-silane; pyridine-SO3 complex; tetrabutyl ammonium fluoride; tert.-butyl lithium; potassium hexamethylsilazane; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; dichloromethane; toluene; pentane;
3.3: Negishi coupling;
DOI:10.1021/ol050321l
![2,2-Dimethyl-propionic acid (2R,3S)-4-{(R)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-6-[1-hydroxy-2-((S)-toluene-4-sulfinyl)-ethyl]-2-[3-(4-methoxy-benzyloxy)-propyl]-5,6-dihydro-4H-pyran-3-yl}-2,3-dimethyl-butyl ester](/Databaselist/images/loading.webp)
