Technology Process of (3R,5S)-6-benzyloxy-3,5-dihydroxyhexanoic acid isopropyl ester
There total 9 articles about (3R,5S)-6-benzyloxy-3,5-dihydroxyhexanoic acid isopropyl 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:
-
With
sodium tetrahydroborate; diphenyl diselenide;
at 23 ℃;
for 1h;
DOI:10.1021/jo000528m
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 84 percent / TiCl4 / CH2Cl2 / 0.5 h / -78 °C
2: 50 percent / immobilized lipase PS-30 / 1,2-dimethoxy-ethane / 36 h / 37 °C
3: 90 percent / LiOH*H2O / tetrahydrofuran; H2O / 12 h / 20 °C
4: 91 percent / PPh3; diethylazodicarboxylate / benzene / 12 h / 23 °C
5: 97 percent / LiOH*H2O / tetrahydrofuran; H2O / 4 h / 20 °C
6: 75 percent / DMAP; Et3N / CH2Cl2 / 0.5 h / -15 °C
7: 91 percent / Ti(OiPr)4 / (PCy3)2Cl2Ru=CHPh / CH2Cl2 / 15 h / 40 °C
8: 81 percent / 30percent H2O2; 6N NaOH / methanol; H2O / 1 h / 23 °C
9: 90 percent / PhSeSePh; NaBH4 / 1 h / 23 °C
With
titanium(IV) isopropylate; dmap; lithium hydroxide; sodium hydroxide; sodium tetrahydroborate; immobilized lipase PS-30; diphenyl diselenide; titanium tetrachloride; triethylamine; triphenylphosphine; diethylazodicarboxylate;
Grubbs catalyst first generation;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; benzene;
1: Addition / 2: Acetylation / 3: Hydrolysis / 4: Esterification / 5: Hydrolysis / 6: Acylation / 7: Cyclization / 8: Epoxidation / 9: Ring cleavage;
DOI:10.1021/jo000528m
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 50 percent / immobilized lipase PS-30 / 1,2-dimethoxy-ethane / 36 h / 37 °C
2: 90 percent / LiOH*H2O / tetrahydrofuran; H2O / 12 h / 20 °C
3: 91 percent / PPh3; diethylazodicarboxylate / benzene / 12 h / 23 °C
4: 97 percent / LiOH*H2O / tetrahydrofuran; H2O / 4 h / 20 °C
5: 75 percent / DMAP; Et3N / CH2Cl2 / 0.5 h / -15 °C
6: 91 percent / Ti(OiPr)4 / (PCy3)2Cl2Ru=CHPh / CH2Cl2 / 15 h / 40 °C
7: 81 percent / 30percent H2O2; 6N NaOH / methanol; H2O / 1 h / 23 °C
8: 90 percent / PhSeSePh; NaBH4 / 1 h / 23 °C
With
titanium(IV) isopropylate; dmap; lithium hydroxide; sodium hydroxide; sodium tetrahydroborate; immobilized lipase PS-30; diphenyl diselenide; triethylamine; triphenylphosphine; diethylazodicarboxylate;
Grubbs catalyst first generation;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; benzene;
1: Acetylation / 2: Hydrolysis / 3: Esterification / 4: Hydrolysis / 5: Acylation / 6: Cyclization / 7: Epoxidation / 8: Ring cleavage;
DOI:10.1021/jo000528m
