Technology Process of 3-[(2S,4R,5R)-4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-2,2-dimethyl-propionic acid
There total 13 articles about 3-[(2S,4R,5R)-4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-2,2-dimethyl-propionic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
3-[(2S,4R,5R)-4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-2,2-dimethyl-propionic acid methyl ester;
With
sodium hydroxide;
In
tetrahydrofuran; ethanol; water;
at 65 ℃;
for 4h;
With
hydrogenchloride;
In
water;
pH=2;
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: sodium carbonate; lithium chloride / tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; ethanol; water / 3 - 6 h / 75 °C
2.1: borane-THF / tetrahydrofuran / 2 - 6 h / 40 °C
3.1: trifluorormethanesulfonic acid / dichloromethane / 3 h / -30 - 0 °C
4.1: ammonium cerium(IV) nitrate; water / acetonitrile / 0.5 h / 0 °C
5.1: borane-THF / tetrahydrofuran / 2 - 8 h / 50 °C
6.1: dmap; triethylamine / dichloromethane / 0 - 20 °C
7.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C
7.2: 0 - 20 °C
8.1: triethylamine / dichloromethane / 1 h / 0 °C
9.1: lithium bromide / N,N-dimethyl-formamide / 14 h / 65 °C
10.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C
10.2: 0.5 h / -78 °C
10.3: 1.17 h / -78 - -12 °C
11.1: sodium hydroxide; water / tetrahydrofuran; ethanol / 4 h / 65 °C
11.2: pH 2
With
dmap; sodium hydroxide; lithium aluminium tetrahydride; borane-THF; ammonium cerium(IV) nitrate; trifluorormethanesulfonic acid; water; sodium carbonate; triethylamine; lithium chloride; lithium bromide; lithium diisopropyl amide;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: sodium carbonate; lithium chloride / tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; ethanol; water / 3 - 6 h / 75 °C
2.1: borane-THF / tetrahydrofuran / 2 - 6 h / 40 °C
3.1: trifluorormethanesulfonic acid / dichloromethane / 3 h / -30 - 0 °C
4.1: ammonium cerium(IV) nitrate; water / acetonitrile / 0.5 h / 0 °C
5.1: borane-THF / tetrahydrofuran / 2 - 8 h / 50 °C
6.1: dmap; triethylamine / dichloromethane / 0 - 20 °C
7.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C
7.2: 0 - 20 °C
8.1: triethylamine / dichloromethane / 1 h / 0 °C
9.1: lithium bromide / N,N-dimethyl-formamide / 14 h / 65 °C
10.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C
10.2: 0.5 h / -78 °C
10.3: 1.17 h / -78 - -12 °C
11.1: sodium hydroxide; water / tetrahydrofuran; ethanol / 4 h / 65 °C
11.2: pH 2
With
dmap; sodium hydroxide; lithium aluminium tetrahydride; borane-THF; ammonium cerium(IV) nitrate; trifluorormethanesulfonic acid; water; sodium carbonate; triethylamine; lithium chloride; lithium bromide; lithium diisopropyl amide;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
![3-[(2S,4R,5R)-4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-2,2-dimethyl-propionic acid methyl ester](/Databaselist/images/loading.webp)
