Technology Process of (2R,4R,5R)-[2-(2-benzyloxyethyl)-5-(2,2-dimethyl-[1,3]dioxolan-4(S)-4-yl)-tetrahydrofuran-3-yloxy]-tert-butyldiphenylsilane
There total 11 articles about (2R,4R,5R)-[2-(2-benzyloxyethyl)-5-(2,2-dimethyl-[1,3]dioxolan-4(S)-4-yl)-tetrahydrofuran-3-yloxy]-tert-butyldiphenylsilane 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
camphor-10-sulfonic acid;
In
dichloromethane;
at 0 - 20 ℃;
for 2h;
DOI:10.1021/jo0057194
- Guidance literature:
-
Multi-step reaction with 9 steps
1: piperidine / xylene / 5 h / Heating
2: Me3SiCl / 2 h / 20 °C
3: 90 percent / AD-mix-β; MeSO2NH2 / 2-methyl-propan-2-ol; H2O / 20 h / 0 °C
4: 95 percent / imidazole / CH2Cl2 / 0 - 20 °C
5: DIBAL-H / diethyl ether; cyclohexane / -78 °C
6: 5.98 g / benzene / 2 h / 50 °C
7: 82 percent / DIBAL-H / diethyl ether; cyclohexane / 0 °C
8: 80 percent / Ti(OPr-i)4; (R,R)-(+)-DET; TBHP / 4 Angstroem molecular sieves / CH2Cl2; 2,2,4-trimethyl-pentane / 2 h / -20 °C
9: 93 percent / CSA / CH2Cl2 / 2 h / 0 - 20 °C
With
piperidine; 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; chloro-trimethyl-silane; diethyl (2R,3R)-tartrate; methanesulfonamide; AD-mix-β; camphor-10-sulfonic acid; diisobutylaluminium hydride;
4 A molecular sieve;
In
2,2,4-trimethylpentane; diethyl ether; dichloromethane; cyclohexane; water; xylene; tert-butyl alcohol; benzene;
1: Knoevenagel condensation / 6: Wittig olefination / 8: Katsuki-Sharpless asymmetric epoxidation;
DOI:10.1021/jo0057194
- Guidance literature:
-
Multi-step reaction with 10 steps
1: Et3N; DMSO; SO3*Py / CH2Cl2 / 2 h / 0 - 20 °C
2: piperidine / xylene / 5 h / Heating
3: Me3SiCl / 2 h / 20 °C
4: 90 percent / AD-mix-β; MeSO2NH2 / 2-methyl-propan-2-ol; H2O / 20 h / 0 °C
5: 95 percent / imidazole / CH2Cl2 / 0 - 20 °C
6: DIBAL-H / diethyl ether; cyclohexane / -78 °C
7: 5.98 g / benzene / 2 h / 50 °C
8: 82 percent / DIBAL-H / diethyl ether; cyclohexane / 0 °C
9: 80 percent / Ti(OPr-i)4; (R,R)-(+)-DET; TBHP / 4 Angstroem molecular sieves / CH2Cl2; 2,2,4-trimethyl-pentane / 2 h / -20 °C
10: 93 percent / CSA / CH2Cl2 / 2 h / 0 - 20 °C
With
piperidine; 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; chloro-trimethyl-silane; pyridine-SO3 complex; diethyl (2R,3R)-tartrate; methanesulfonamide; AD-mix-β; camphor-10-sulfonic acid; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
4 A molecular sieve;
In
2,2,4-trimethylpentane; diethyl ether; dichloromethane; cyclohexane; water; xylene; tert-butyl alcohol; benzene;
2: Knoevenagel condensation / 7: Wittig olefination / 9: Katsuki-Sharpless asymmetric epoxidation;
DOI:10.1021/jo0057194