Technology Process of 2-Propenoic acid,
(1R,2E,4R,5R,7R)-5-[[(3,4-dimethoxyphenyl)methoxy]methoxy]-7-[[(1,1-
dimethylethyl)dimethylsilyl]oxy]-9-[dimethyl(phenylmethyl)silyl]-4-methyl-1
-(2-propenyl)-4-[(triethylsilyl)oxy]-2-nonen-8-ynyl ester
There total 15 articles about 2-Propenoic acid,
(1R,2E,4R,5R,7R)-5-[[(3,4-dimethoxyphenyl)methoxy]methoxy]-7-[[(1,1-
dimethylethyl)dimethylsilyl]oxy]-9-[dimethyl(phenylmethyl)silyl]-4-methyl-1
-(2-propenyl)-4-[(triethylsilyl)oxy]-2-nonen-8-ynyl 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:
-
Multi-step reaction with 9 steps
1.1: 58 percent / (S,S)-2,6{[2-(Ph2(OH)C)pyrrolidin-1-yl]CH2}2-4MePhOH; Et2Zn; molecular sieves 4 Angstroem / tetrahydrofuran; hexane / 21 h / 20 °C
2.1: 88 percent / chiral Ru catalyst / propan-2-ol / 17.5 h / 20 °C
3.1: imidazole / dimethylformamide / 21 h / 20 °C
4.1: 8.52 g / CSA / acetone / 0.67 h / 20 °C
5.1: 97 percent / i-Pr2NEt; n-Bu4I / dimethylformamide / 22 h / 40 °C
6.1: allylmagnesium bromide / tetrahydrofuran / 0.33 h / 20 °C
6.2: 75 percent / isopropylmagnesium chloride; s-BuLi / tetrahydrofuran; cyclohexane / 3 h / -78 °C
7.1: 91 percent / aq. HF / acetonitrile; methanol / 4 h / 0 °C
8.1: 99 percent / Pr2NEt / CH2Cl2 / 2 h / 0 °C
9.1: 99 percent / i-Pr2NEt / CH2Cl2 / 0.25 h / 0 °C
With
1H-imidazole; dipropylethylamine; 4 A molecular sieve; chiral Ru catalyst; camphor-10-sulfonic acid; hydrogen fluoride; diethylzinc; N-ethyl-N,N-diisopropylamine; ((2S,2'S)-((2-hydroxy-5-methyl-1,3-phenylene)bis(methylene))bis(pyrrolidine-1,2-diyl))bis(diphenylmethanol); allylmagnesium bromide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; acetone; acetonitrile;
DOI:10.1021/ja042435i
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 88 percent / chiral Ru catalyst / propan-2-ol / 17.5 h / 20 °C
2.1: imidazole / dimethylformamide / 21 h / 20 °C
3.1: 8.52 g / CSA / acetone / 0.67 h / 20 °C
4.1: 97 percent / i-Pr2NEt; n-Bu4I / dimethylformamide / 22 h / 40 °C
5.1: allylmagnesium bromide / tetrahydrofuran / 0.33 h / 20 °C
5.2: 75 percent / isopropylmagnesium chloride; s-BuLi / tetrahydrofuran; cyclohexane / 3 h / -78 °C
6.1: 91 percent / aq. HF / acetonitrile; methanol / 4 h / 0 °C
7.1: 99 percent / Pr2NEt / CH2Cl2 / 2 h / 0 °C
8.1: 99 percent / i-Pr2NEt / CH2Cl2 / 0.25 h / 0 °C
With
1H-imidazole; dipropylethylamine; chiral Ru catalyst; camphor-10-sulfonic acid; hydrogen fluoride; N-ethyl-N,N-diisopropylamine; allylmagnesium bromide;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; acetone; acetonitrile;
DOI:10.1021/ja042435i
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: imidazole / dimethylformamide / 21 h / 20 °C
2.1: 8.52 g / CSA / acetone / 0.67 h / 20 °C
3.1: 97 percent / i-Pr2NEt; n-Bu4I / dimethylformamide / 22 h / 40 °C
4.1: allylmagnesium bromide / tetrahydrofuran / 0.33 h / 20 °C
4.2: 75 percent / isopropylmagnesium chloride; s-BuLi / tetrahydrofuran; cyclohexane / 3 h / -78 °C
5.1: 91 percent / aq. HF / acetonitrile; methanol / 4 h / 0 °C
6.1: 99 percent / Pr2NEt / CH2Cl2 / 2 h / 0 °C
7.1: 99 percent / i-Pr2NEt / CH2Cl2 / 0.25 h / 0 °C
With
1H-imidazole; dipropylethylamine; camphor-10-sulfonic acid; hydrogen fluoride; N-ethyl-N,N-diisopropylamine; allylmagnesium bromide;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/ja042435i
