Technology Process of (E)-(7R,9S,10R)-7-(3-Benzyloxy-propyl)-9-(tert-butyl-diphenyl-silanyloxy)-4-methoxy-10-methyl-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-5-one
There total 14 articles about (E)-(7R,9S,10R)-7-(3-Benzyloxy-propyl)-9-(tert-butyl-diphenyl-silanyloxy)-4-methoxy-10-methyl-7,8,9,10,11,14-hexahydro-6-oxa-benzocyclododecen-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 12 steps
1.1: NaAl(OMe)3H / tetrahydrofuran / 0 - 20 °C
2.1: TMSCl / methanol; tetrahydrofuran / 16 h / 20 °C
3.1: DIBAL-H / CH2Cl2 / 1 h / 0 °C
4.1: Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
5.1: toluene / 8 h / -78 °C
6.1: imidazole / dimethylformamide / 16 h / 100 °C
7.1: 9-BBN / tetrahydrofuran / 0.5 h / 20 °C
7.2: NaBO3 / 16 h / 20 °C
8.1: Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C
9.1: tetrahydrofuran / 1 h / -78 - 20 °C
10.1: DDQ / CH2Cl2; H2O / 0.5 h / 20 °C
11.1: 73 percent / DEAD; PPh3 / diethyl ether / 1 h / 0 - 20 °C
12.1: bis(tricyclohexylphosphine)benzylidine ruthenium(VI) Cl2 / CH2Cl2 / 3 h / Heating
With
1H-imidazole; 9-borabicyclo[3.3.1]nonane dimer; chloro-trimethyl-silane; NaAl(OMe)3H; diisobutylaluminium hydride; Dess-Martin periodane; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; diethylazodicarboxylate;
Grubbs catalyst first generation;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene;
4.1: Dess-Martin oxidation / 8.1: Dess-Martin oxidation / 11.1: Mitsunobu esterification;
DOI:10.1016/S0040-4039(01)00278-7
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: TMSCl / methanol; tetrahydrofuran / 16 h / 20 °C
2.1: DIBAL-H / CH2Cl2 / 1 h / 0 °C
3.1: Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
4.1: toluene / 8 h / -78 °C
5.1: imidazole / dimethylformamide / 16 h / 100 °C
6.1: 9-BBN / tetrahydrofuran / 0.5 h / 20 °C
6.2: NaBO3 / 16 h / 20 °C
7.1: Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C
8.1: tetrahydrofuran / 1 h / -78 - 20 °C
9.1: DDQ / CH2Cl2; H2O / 0.5 h / 20 °C
10.1: 73 percent / DEAD; PPh3 / diethyl ether / 1 h / 0 - 20 °C
11.1: bis(tricyclohexylphosphine)benzylidine ruthenium(VI) Cl2 / CH2Cl2 / 3 h / Heating
With
1H-imidazole; 9-borabicyclo[3.3.1]nonane dimer; chloro-trimethyl-silane; diisobutylaluminium hydride; Dess-Martin periodane; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; diethylazodicarboxylate;
Grubbs catalyst first generation;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene;
3.1: Dess-Martin oxidation / 7.1: Dess-Martin oxidation / 10.1: Mitsunobu esterification;
DOI:10.1016/S0040-4039(01)00278-7
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: s-BuLi; TMEDA / tetrahydrofuran / -95 °C
1.2: 18 percent / MgBr2 / tetrahydrofuran / 16 h / -78 - 20 °C
2.1: 73 percent / DEAD; PPh3 / diethyl ether / 1 h / 0 - 20 °C
3.1: bis(tricyclohexylphosphine)benzylidine ruthenium(VI) Cl2 / CH2Cl2 / 3 h / Heating
With
N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; triphenylphosphine; diethylazodicarboxylate;
Grubbs catalyst first generation;
In
tetrahydrofuran; diethyl ether; dichloromethane;
2.1: Mitsunobu esterification;
DOI:10.1016/S0040-4039(01)00278-7
