Technology Process of (4aR,6R,8aS)-3,4,4a,5,6,7,8,8a-octahydro-8a-methoxy-β-oxo-6-(phenylmethoxy)naphthalene-1-propanoic acid prop-2-enyl ester
There total 13 articles about (4aR,6R,8aS)-3,4,4a,5,6,7,8,8a-octahydro-8a-methoxy-β-oxo-6-(phenylmethoxy)naphthalene-1-propanoic acid prop-2-enyl ester 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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652153-18-9
(4aR,6R,8aS)-3,4,4a,5,6,7,8,8a-octahydro-8a-methyl-β-oxo-6-(phenylmethoxy)naphthalene-1-propanoic acid 1,1-dimethylethyl ester
- Guidance literature:
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With
dmap;
In
toluene;
for 16h;
Heating;
DOI:10.1002/hlca.200390315
- Guidance literature:
-
With
lithium hexamethyldisilazane;
In
tetrahydrofuran;
at -78 ℃;
for 0.25h;
DOI:10.1002/hlca.200390315
- Guidance literature:
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Multi-step reaction with 7 steps
1.1: 90 percent / Proton Sponge(R) / CH2Cl2 / 16 h / 20 °C
2.1: 83 percent / K2CO3; LiCl; 1-methylpyrrolidin-2-one / dichlorobis(triphenylphosphine)palladium / 24 h / 130 °C / 10343 Torr
3.1: 86 percent / Dibal-H / CH2Cl2 / -78 °C
4.1: 89 percent / Dess-Martin periodinane / CH2Cl2 / 0.75 h / 20 °C
5.1: Zn; I2 / diethyl ether / 2 h / 20 °C
5.2: 87 percent / diethyl ether / 3 h / 20 °C
6.1: 92 percent / Dess-Martin periodianne / CH2Cl2 / 0.75 h / 20 °C
7.1: 82 percent / DMAP / toluene / 16 h / Heating
With
1-methyl-pyrrolidin-2-one; dmap; iodine; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; lithium chloride; zinc;
bis-triphenylphosphine-palladium(II) chloride;
In
diethyl ether; dichloromethane; toluene;
DOI:10.1002/hlca.200390315
