Technology Process of 1-Pentene-1,1,3,3-tetracarboxylic acid,
5-[2-cyano-1,2,3,4,6,7,8,8a-octahydro-5,8a-dimethyl-6-oxo-4-(phenylsel
eno)-1-naphthalenyl]-5-oxo-, tetramethyl ester
There total 13 articles about 1-Pentene-1,1,3,3-tetracarboxylic acid,
5-[2-cyano-1,2,3,4,6,7,8,8a-octahydro-5,8a-dimethyl-6-oxo-4-(phenylsel
eno)-1-naphthalenyl]-5-oxo-, tetramethyl 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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134827-28-4
6-((1S,2S,8aR)-2-Cyano-5,8a-dimethyl-6-oxo-4-phenylselanyl-1,2,3,4,6,7,8,8a-octahydro-naphthalen-1-yl)-2,4,4-tris-methoxycarbonyl-6-oxo-hex-2-enoic acid methyl ester
- Guidance literature:
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Multi-step reaction with 13 steps
1: KOH / methanol / 3 h / Heating
2: pyrrolidine / benzene / 24 h / Heating
3: 1.) Li, NH3 / 2.) Et2O, -78 deg C, 1 h
4: 92 percent / p-toluenesulfonic acid / 18 h
5: 68 percent / 88percent formic acid / 2 h / Heating
6: 82 percent / BF3*Et2O / diethyl ether / 18 h
7: 7.07 g / NH4Cl / dimethylformamide; H2O / 16 h / 80 °C
8: 80 percent / N-chlorosuccinimide, AgNO3 / acetonitrile; H2O / 2 h / Ambient temperature
9: 88 percent / 48percent HBr / 16 h
10: phenyl trimethyl ammonium tribromide / tetrahydrofuran / 0.75 h
11: 1.) NaH / 1.) THF, 2.) THF, 2 h
12: 75 percent / silver trifluoroacetate / 6 h / Ambient temperature
13: 1. NaH / 1.) THF, 1.5 h, 2.) 1 h
With
pyrrolidine; potassium hydroxide; N-chloro-succinimide; formic acid; boron trifluoride diethyl etherate; ammonia; hydrogen bromide; silver trifluoroacetate; phenyltrimethylammonium tribromide; lithium; sodium hydride; ammonium chloride; toluene-4-sulfonic acid; silver nitrate;
In
tetrahydrofuran; methanol; diethyl ether; water; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1139/v91-902
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134827-28-4
6-((1S,2S,8aR)-2-Cyano-5,8a-dimethyl-6-oxo-4-phenylselanyl-1,2,3,4,6,7,8,8a-octahydro-naphthalen-1-yl)-2,4,4-tris-methoxycarbonyl-6-oxo-hex-2-enoic acid methyl ester
- Guidance literature:
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Multi-step reaction with 11 steps
1: 1.) Li, NH3 / 2.) Et2O, -78 deg C, 1 h
2: 92 percent / p-toluenesulfonic acid / 18 h
3: 68 percent / 88percent formic acid / 2 h / Heating
4: 82 percent / BF3*Et2O / diethyl ether / 18 h
5: 7.07 g / NH4Cl / dimethylformamide; H2O / 16 h / 80 °C
6: 80 percent / N-chlorosuccinimide, AgNO3 / acetonitrile; H2O / 2 h / Ambient temperature
7: 88 percent / 48percent HBr / 16 h
8: phenyl trimethyl ammonium tribromide / tetrahydrofuran / 0.75 h
9: 1.) NaH / 1.) THF, 2.) THF, 2 h
10: 75 percent / silver trifluoroacetate / 6 h / Ambient temperature
11: 1. NaH / 1.) THF, 1.5 h, 2.) 1 h
With
N-chloro-succinimide; formic acid; boron trifluoride diethyl etherate; ammonia; hydrogen bromide; silver trifluoroacetate; phenyltrimethylammonium tribromide; lithium; sodium hydride; ammonium chloride; toluene-4-sulfonic acid; silver nitrate;
In
tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1139/v91-902
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134827-28-4
6-((1S,2S,8aR)-2-Cyano-5,8a-dimethyl-6-oxo-4-phenylselanyl-1,2,3,4,6,7,8,8a-octahydro-naphthalen-1-yl)-2,4,4-tris-methoxycarbonyl-6-oxo-hex-2-enoic acid methyl ester
- Guidance literature:
-
Multi-step reaction with 12 steps
1: pyrrolidine / benzene / 24 h / Heating
2: 1.) Li, NH3 / 2.) Et2O, -78 deg C, 1 h
3: 92 percent / p-toluenesulfonic acid / 18 h
4: 68 percent / 88percent formic acid / 2 h / Heating
5: 82 percent / BF3*Et2O / diethyl ether / 18 h
6: 7.07 g / NH4Cl / dimethylformamide; H2O / 16 h / 80 °C
7: 80 percent / N-chlorosuccinimide, AgNO3 / acetonitrile; H2O / 2 h / Ambient temperature
8: 88 percent / 48percent HBr / 16 h
9: phenyl trimethyl ammonium tribromide / tetrahydrofuran / 0.75 h
10: 1.) NaH / 1.) THF, 2.) THF, 2 h
11: 75 percent / silver trifluoroacetate / 6 h / Ambient temperature
12: 1. NaH / 1.) THF, 1.5 h, 2.) 1 h
With
pyrrolidine; N-chloro-succinimide; formic acid; boron trifluoride diethyl etherate; ammonia; hydrogen bromide; silver trifluoroacetate; phenyltrimethylammonium tribromide; lithium; sodium hydride; ammonium chloride; toluene-4-sulfonic acid; silver nitrate;
In
tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1139/v91-902
