Technology Process of (3S,4S,7S,9R)-3,7-Bis-benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-9-(4-methoxy-benzyloxy)-dec-5-yn-4-ol
There total 17 articles about (3S,4S,7S,9R)-3,7-Bis-benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-9-(4-methoxy-benzyloxy)-dec-5-yn-4-ol 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 10 steps
1.1: 85 percent / cumene hydroperoxide; (iPrO)4Ti / (+)-DIPT / CH2Cl2 / 12 h / -20 °C
2.1: CCl4; Ph3P; NaHCO3 / 1 h / Heating
2.2: LDA / tetrahydrofuran / 3 h / -78 - -40 °C
3.1: 80 percent / NaH / tetrahydrofuran / 6 h / 0 - 20 °C
4.1: 85 percent / CSA / methanol / 0.5 h / 20 °C
5.1: 75 percent / Et3N / CH2Cl2 / 12 h / 0 - 20 °C
6.1: 90 percent / LiAlH4 / tetrahydrofuran / 2 h / 0 - 20 °C
7.1: 75 percent / NaH / tetrahydrofuran / 12 h / 0 - 20 °C
8.1: 70 percent / n-BuLi / tetrahydrofuran / 3 h / -78 °C
9.1: 90 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / 0 - 20 °C
10.1: 80 percent / K-Selectride / tetrahydrofuran / 3 h / -78 °C
With
titanium(IV) isopropylate; tetrachloromethane; lithium aluminium tetrahydride; n-butyllithium; Cumene hydroperoxide; camphor-10-sulfonic acid; sodium hydride; sodium hydrogencarbonate; potassium tri-sec-butyl-borohydride; Dess-Martin periodane; triethylamine; triphenylphosphine;
L-(+)-diisopropyl tartrate;
In
tetrahydrofuran; methanol; dichloromethane;
1.1: Sharpless epoxidation;
DOI:10.1016/j.tetlet.2006.08.035
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 65 percent / LiAlH4; AlCl3 / diethyl ether / 6 h / 0 °C
2.1: 85 percent / cumene hydroperoxide; (iPrO)4Ti / (+)-DIPT / CH2Cl2 / 12 h / -20 °C
3.1: CCl4; Ph3P; NaHCO3 / 1 h / Heating
3.2: LDA / tetrahydrofuran / 3 h / -78 - -40 °C
4.1: 80 percent / NaH / tetrahydrofuran / 6 h / 0 - 20 °C
5.1: 85 percent / CSA / methanol / 0.5 h / 20 °C
6.1: 75 percent / Et3N / CH2Cl2 / 12 h / 0 - 20 °C
7.1: 90 percent / LiAlH4 / tetrahydrofuran / 2 h / 0 - 20 °C
8.1: 75 percent / NaH / tetrahydrofuran / 12 h / 0 - 20 °C
9.1: 70 percent / n-BuLi / tetrahydrofuran / 3 h / -78 °C
10.1: 90 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / 0 - 20 °C
11.1: 80 percent / K-Selectride / tetrahydrofuran / 3 h / -78 °C
With
titanium(IV) isopropylate; tetrachloromethane; lithium aluminium tetrahydride; n-butyllithium; aluminium trichloride; Cumene hydroperoxide; camphor-10-sulfonic acid; sodium hydride; sodium hydrogencarbonate; potassium tri-sec-butyl-borohydride; Dess-Martin periodane; triethylamine; triphenylphosphine;
L-(+)-diisopropyl tartrate;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane;
2.1: Sharpless epoxidation;
DOI:10.1016/j.tetlet.2006.08.035
