Technology Process of (3S,5R)-5-((1R,3S)-1-Hydroxy-3-(4-methoxy-3-(methoxypropoxy)benzoyl)-4-methylpentyl)-3-isopropyl-dihydrofuran-2(3H)-one
There total 12 articles about (3S,5R)-5-((1R,3S)-1-Hydroxy-3-(4-methoxy-3-(methoxypropoxy)benzoyl)-4-methylpentyl)-3-isopropyl-dihydrofuran-2(3H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
4-bromo-1-methoxy-2-(3-methoxypropoxy)benzene;
With
tert.-butyl lithium;
In
tetrahydrofuran; pentane;
at -78 ℃;
for 2h;
(2R,2'R,4R,4'R)-4,4'-diisopropyl-tetrahydro-2,2'-bifuran-5,5'(2H,2'H)-dione;
In
tetrahydrofuran; pentane;
at -78 ℃;
for 4h;
DOI:10.5012/bkcs.2013.34.12.3777
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: toluene-4-sulfonic acid / acetone / 24 h / Reflux
2.1: hydrogenchloride / water; methanol / 20 °C
3.1: sodium periodate; sodium hydrogencarbonate / water / 3 h / 0 - 8 °C
3.2: 17 h / 20 °C
4.1: hydrogen / palladium 10% on activated carbon / methanol / 3102.97 Torr
5.1: trifluoroacetic acid / acetonitrile; water / 6 h / Reflux
6.1: lithium hexamethyldisilazane; N2,N2-dimethyl-2-methyl-1,2-propanediamine / tetrahydrofuran / 3 h / -78 °C
6.2: 3 h / -78 °C
7.1: pyridine; trichlorophosphate / 12.5 h / 10 - 20 °C
7.2: 0 °C / pH 5.5
8.1: hydrogen / palladium 10% on activated carbon / methanol / 3102.97 Torr
9.1: n-butyllithium; N2,N2-dimethyl-2-methyl-1,2-propanediamine / tetrahydrofuran; TETRAHYDROPYRANE / 1.33 h / -78 °C
9.2: 1.33 h / -78 °C
9.3: -78 °C / pH 7
With
pyridine; hydrogenchloride; sodium periodate; n-butyllithium; N2,N2-dimethyl-2-methyl-1,2-propanediamine; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; trifluoroacetic acid; lithium hexamethyldisilazane; trichlorophosphate;
palladium 10% on activated carbon;
In
tetrahydrofuran; TETRAHYDROPYRANE; methanol; water; acetone; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium periodate; sodium hydrogencarbonate / water / 3 h / 0 - 8 °C
1.2: 17 h / 20 °C
2.1: hydrogen / palladium 10% on activated carbon / methanol / 3102.97 Torr
3.1: trifluoroacetic acid / acetonitrile; water / 6 h / Reflux
4.1: lithium hexamethyldisilazane; N2,N2-dimethyl-2-methyl-1,2-propanediamine / tetrahydrofuran / 3 h / -78 °C
4.2: 3 h / -78 °C
5.1: pyridine; trichlorophosphate / 12.5 h / 10 - 20 °C
5.2: 0 °C / pH 5.5
6.1: hydrogen / palladium 10% on activated carbon / methanol / 3102.97 Torr
7.1: n-butyllithium; N2,N2-dimethyl-2-methyl-1,2-propanediamine / tetrahydrofuran; TETRAHYDROPYRANE / 1.33 h / -78 °C
7.2: 1.33 h / -78 °C
7.3: -78 °C / pH 7
With
pyridine; sodium periodate; n-butyllithium; N2,N2-dimethyl-2-methyl-1,2-propanediamine; hydrogen; sodium hydrogencarbonate; trifluoroacetic acid; lithium hexamethyldisilazane; trichlorophosphate;
palladium 10% on activated carbon;
In
tetrahydrofuran; TETRAHYDROPYRANE; methanol; water; acetonitrile;
