Technology Process of (2R,8S,9R,10S,13S)-9-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-13-methoxy-1-(4-methoxy-benzyloxy)-2,4,4,8,10-pentamethyl-13-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-tridecan-5-one
There total 11 articles about (2R,8S,9R,10S,13S)-9-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-13-methoxy-1-(4-methoxy-benzyloxy)-2,4,4,8,10-pentamethyl-13-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-tridecan-5-one 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 7 steps
1: 2,6-lutidine
2: 2) pH 4 buffer / 1) THF, HMPA 2) 4h, 25 deg C
3: 1) R-oxazaborolidine 21, BH3*THF 2) H2O
4: KH / tetrahydrofuran
5: DDQ, pH 7 buffer / CH2Cl2
6: 1) (COCl)2, DMSO 2) Et3N
7: 1) LDA / 1) THF, -78 deg C
With
2,6-dimethylpyridine; borane-THF; oxalyl dichloride; pH 4 buffer; pH 7 buffer; R-oxazaborolidine 21; water; potassium hydride; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide;
In
tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)97305-2
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 2,6-lutidine
2: 2) pH 4 buffer / 1) THF, HMPA 2) 4h, 25 deg C
3: 1) R-oxazaborolidine 21, BH3*THF 2) H2O
4: KH / tetrahydrofuran
5: DDQ, pH 7 buffer / CH2Cl2
6: 1) (COCl)2, DMSO 2) Et3N
7: 1) LDA / 1) THF, -78 deg C
With
2,6-dimethylpyridine; borane-THF; oxalyl dichloride; pH 4 buffer; pH 7 buffer; R-oxazaborolidine 21; water; potassium hydride; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide;
In
tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)97305-2
- Guidance literature:
-
Multi-step reaction with 9 steps
1: Et3N / CH2Cl2
2: NaI / acetone
3: 2,6-lutidine
4: 2) pH 4 buffer / 1) THF, HMPA 2) 4h, 25 deg C
5: 1) R-oxazaborolidine 21, BH3*THF 2) H2O
6: KH / tetrahydrofuran
7: DDQ, pH 7 buffer / CH2Cl2
8: 1) (COCl)2, DMSO 2) Et3N
9: 1) LDA / 1) THF, -78 deg C
With
2,6-dimethylpyridine; borane-THF; oxalyl dichloride; pH 4 buffer; pH 7 buffer; R-oxazaborolidine 21; water; potassium hydride; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium iodide; lithium diisopropyl amide;
In
tetrahydrofuran; dichloromethane; acetone;
DOI:10.1016/S0040-4039(00)97305-2