Technology Process of (1R,3aR,7aR)-1-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3a-methoxymethoxy-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-indene-4-carbaldehyde
There total 13 articles about (1R,3aR,7aR)-1-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3a-methoxymethoxy-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-indene-4-carbaldehyde 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
oxalyl dichloride; dimethyl sulfoxide; triethylamine;
In
dichloromethane;
at -78 - 20 ℃;
DOI:10.1021/jo0608725
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 74 percent / tetrabutylammonium iodide; NaH / tetrahydrofuran / 18 h / Heating
2: 0.308 g / m-chloroperoxybenzoic acid / CH2Cl2 / 2 h / -15 °C
3: 0.192 g / KOH / dimethylsulfoxide; H2O / 18 h / 140 °C
4: triethylamine / tetrahydrofuran / 4 h / 20 °C
5: 4-(dimethylamino)pyridine; N,N-diisopropylethylamine / CH2Cl2 / 72 h / 20 °C
6: 1.17 g / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
7: 98 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH2Cl2 / 3 h / 20 °C
8: 81 percent / LHMDS / tetrahydrofuran / 2 h / -45 °C
9: 87 percent / triethylamine; PdCl2(PPh3)2 / dimethylformamide / 18 h / 55 °C / 18100.2 Torr
10: 79 percent / DIBAL-H / CH2Cl2; toluene / 1 h / -78 °C
11: 98 percent / triethylamine; oxalyl chloride; DMSO / CH2Cl2 / -78 - 20 °C
With
dmap; bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide; tetrapropylammonium perruthennate; oxalyl dichloride; 4 A molecular sieve; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
11: Swern oxidation;
DOI:10.1021/jo0608725
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 0.062 g / NaOH / methanol; H2O / 18 h / 20 °C
2: 74 percent / tetrabutylammonium iodide; NaH / tetrahydrofuran / 18 h / Heating
3: 0.308 g / m-chloroperoxybenzoic acid / CH2Cl2 / 2 h / -15 °C
4: 0.192 g / KOH / dimethylsulfoxide; H2O / 18 h / 140 °C
5: triethylamine / tetrahydrofuran / 4 h / 20 °C
6: 4-(dimethylamino)pyridine; N,N-diisopropylethylamine / CH2Cl2 / 72 h / 20 °C
7: 1.17 g / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
8: 98 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH2Cl2 / 3 h / 20 °C
9: 81 percent / LHMDS / tetrahydrofuran / 2 h / -45 °C
10: 87 percent / triethylamine; PdCl2(PPh3)2 / dimethylformamide / 18 h / 55 °C / 18100.2 Torr
11: 79 percent / DIBAL-H / CH2Cl2; toluene / 1 h / -78 °C
12: 98 percent / triethylamine; oxalyl chloride; DMSO / CH2Cl2 / -78 - 20 °C
With
dmap; bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide; sodium hydroxide; tetrapropylammonium perruthennate; oxalyl dichloride; 4 A molecular sieve; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
12: Swern oxidation;
DOI:10.1021/jo0608725
![{(1R,3aR,7aR)-1-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3a-methoxymethoxy-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-4-yl}-methanol](/Databaselist/images/loading.webp)
