Technology Process of (R)-(tert-Butyl-diphenyl-silanyloxy)-((1R,2S,4R)-4-triisopropylsilanyloxy-2-vinyl-cyclopentyl)-acetaldehyde
There total 8 articles about (R)-(tert-Butyl-diphenyl-silanyloxy)-((1R,2S,4R)-4-triisopropylsilanyloxy-2-vinyl-cyclopentyl)-acetaldehyde 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: NaI / acetone / Heating
1.2: 2,6-lutidine / CH2Cl2 / 0 °C
2.1: HMPA / tetrahydrofuran / -20 °C
3.1: DIBAL-H / CH2Cl2 / -78 °C
4.1: ZnCl2 / CH2Cl2 / 96 h / 23 °C
5.1: 80 percent / Grubbs' imidazolylidene catalyst / CH2Cl2 / 18 h / Heating
6.1: 90 percent / TiCl4 / CH2Cl2 / 2 h / -78 °C
7.1: benzene; methanol / 0 °C
8.1: DIBAL-H / CH2Cl2 / -78 - 0 °C
9.1: DMSO; (COCl)2; Et3N
With
N,N,N,N,N,N-hexamethylphosphoric triamide; oxalyl dichloride; titanium tetrachloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; sodium iodide; zinc(II) chloride;
Grubbs catalyst first generation;
In
tetrahydrofuran; methanol; dichloromethane; acetone; benzene;
9.1: Swern oxidation reaction;
DOI:10.1021/ol026438g
- Guidance literature:
-
Multi-step reaction with 6 steps
1: ZnCl2 / CH2Cl2 / 96 h / 23 °C
2: 80 percent / Grubbs' imidazolylidene catalyst / CH2Cl2 / 18 h / Heating
3: 90 percent / TiCl4 / CH2Cl2 / 2 h / -78 °C
4: benzene; methanol / 0 °C
5: DIBAL-H / CH2Cl2 / -78 - 0 °C
6: DMSO; (COCl)2; Et3N
With
oxalyl dichloride; titanium tetrachloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; zinc(II) chloride;
Grubbs catalyst first generation;
In
methanol; dichloromethane; benzene;
6: Swern oxidation reaction;
DOI:10.1021/ol026438g
- Guidance literature:
-
Multi-step reaction with 8 steps
1: HMPA / tetrahydrofuran / -20 °C
2: DIBAL-H / CH2Cl2 / -78 °C
3: ZnCl2 / CH2Cl2 / 96 h / 23 °C
4: 80 percent / Grubbs' imidazolylidene catalyst / CH2Cl2 / 18 h / Heating
5: 90 percent / TiCl4 / CH2Cl2 / 2 h / -78 °C
6: benzene; methanol / 0 °C
7: DIBAL-H / CH2Cl2 / -78 - 0 °C
8: DMSO; (COCl)2; Et3N
With
N,N,N,N,N,N-hexamethylphosphoric triamide; oxalyl dichloride; titanium tetrachloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; zinc(II) chloride;
Grubbs catalyst first generation;
In
tetrahydrofuran; methanol; dichloromethane; benzene;
8: Swern oxidation reaction;
DOI:10.1021/ol026438g
