Technology Process of Methyl (3S,4S,4aS,5S,7S,8S,8aS)-8-(Benzyloxy)-4,5,7-trimethyl-3-<(E)-3-(benzyloxy)-1-methyl-1-propenyl>-3,4,4a,5,6,7,8,8a-octahydronaphthalene-4-carboxylate
There total 7 articles about Methyl (3S,4S,4aS,5S,7S,8S,8aS)-8-(Benzyloxy)-4,5,7-trimethyl-3-<(E)-3-(benzyloxy)-1-methyl-1-propenyl>-3,4,4a,5,6,7,8,8a-octahydronaphthalene-4-carboxylate 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:
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125590-07-0
(2E,8E,10E,12E)-(4S,6S,7S)-Methyl 7,14-bis(benzyloxy)-2,4,6,12-tetramethyltetradeca-2,8,10,12-tetraenoate
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125496-04-0
Methyl (3S,4S,4aS,5S,7S,8S,8aS)-8-(Benzyloxy)-4,5,7-trimethyl-3-<(E)-3-(benzyloxy)-1-methyl-1-propenyl>-3,4,4a,5,6,7,8,8a-octahydronaphthalene-4-carboxylate
- Guidance literature:
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With
2,6-di-tert-butyl-4-methyl-phenol;
In
toluene;
at 210 ℃;
for 48h;
DOI:10.1021/jo00295a030
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125496-04-0
Methyl (3S,4S,4aS,5S,7S,8S,8aS)-8-(Benzyloxy)-4,5,7-trimethyl-3-<(E)-3-(benzyloxy)-1-methyl-1-propenyl>-3,4,4a,5,6,7,8,8a-octahydronaphthalene-4-carboxylate
- Guidance literature:
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Multi-step reaction with 5 steps
1: 85 percent Chromat. / n-BuLi, HMPA / tetrahydrofuran / 0.5 h / -78 °C
2: 93 percent Chromat. / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / Ambient temperature
3: 88 percent Chromat. / oxalyl chloride, DMSO, Et3N / CH2Cl2 / 0.67 h / -78 °C
4: 88 percent Chromat. / CH2Cl2 / 1) 0 deg C, 45 min, 2) r.t., 45h
5: 81 percent Chromat. / BHT / toluene / 48 h / 210 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; oxalyl dichloride; 2,6-di-tert-butyl-4-methyl-phenol; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo00295a030
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125496-04-0
Methyl (3S,4S,4aS,5S,7S,8S,8aS)-8-(Benzyloxy)-4,5,7-trimethyl-3-<(E)-3-(benzyloxy)-1-methyl-1-propenyl>-3,4,4a,5,6,7,8,8a-octahydronaphthalene-4-carboxylate
- Guidance literature:
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Multi-step reaction with 7 steps
1: 89 percent / (1R,2S)-4-(dimethylamino)-3-methyl-1,2-diphenyl-2-butanol, LiAlH4 / tetrahydrofuran; diethyl ether / 3 h / -78 °C / other hydrides, other temperatures
2: 92 percent / 1a) Red-Al / diethyl ether; toluene / 1a) 0 deg C, 40 min, 1b) 0 deg C, 45 min, 1b) r.t., 1.75h
3: 85 percent Chromat. / n-BuLi, HMPA / tetrahydrofuran / 0.5 h / -78 °C
4: 93 percent Chromat. / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / Ambient temperature
5: 88 percent Chromat. / oxalyl chloride, DMSO, Et3N / CH2Cl2 / 0.67 h / -78 °C
6: 88 percent Chromat. / CH2Cl2 / 1) 0 deg C, 45 min, 2) r.t., 45h
7: 81 percent Chromat. / BHT / toluene / 48 h / 210 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; 2,6-di-tert-butyl-4-methyl-phenol; (+)-4-dimethylamino-1,2-diphenyl-3-methyl-2-butanol; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride;
In
tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1021/jo00295a030
