Technology Process of {(2R,6S)-6-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-heptyl]-1-[3-(toluene-4-sulfonylamino)-propyl]-1,2,3,6-tetrahydro-pyridin-2-yl}-acetic acid 2,4,5-trichloro-phenyl ester
There total 19 articles about {(2R,6S)-6-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-heptyl]-1-[3-(toluene-4-sulfonylamino)-propyl]-1,2,3,6-tetrahydro-pyridin-2-yl}-acetic acid 2,4,5-trichloro-phenyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 4 steps
1: pyridine / CH2Cl2 / 0.33 h / 0 °C
2: 99 percent / diisopropylethylamine / CH2Cl2 / 4 h / Ambient temperature
3: 100 percent / aq. LiOH / methanol / 15 h / Ambient temperature
4: 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate / CH2Cl2 / 45 h
With
pyridine; lithium hydroxide; N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; N-ethyl-N,N-diisopropylamine;
In
methanol; dichloromethane;
DOI:10.1021/ja00323a030
- Guidance literature:
-
Multi-step reaction with 15 steps
1: 69 percent / TiCl4 / CH2Cl2 / -41 °C
2: 95 percent / trifluoroacetic acid / 24 h
3: 82 percent / acetone / 72 h / Heating
4: 97 percent / pyridine / 12 h
5: 83 percent / diisopropyl-ethylamine / toluene / 3 h / 215 °C
6: 96 percent / 5percent NaOH / methanol / 2 h / Ambient temperature
7: oxalyl chloride / toluene / 3 h / Ambient temperature
8: diethyl ether / 1 h / Ambient temperature
9: Ag2O / 12 h
10: Ba(OH)2*8H2O / various solvent(s); H2O / 48 h / Heating
11: SOCl2 / 12 h / Heating
12: 91 percent / 2,6-lutidine / CH2Cl2 / 4 h / 0 °C
13: 99 percent / diisopropylethylamine / CH2Cl2 / 4 h / Ambient temperature
14: 100 percent / aq. LiOH / methanol / 15 h / Ambient temperature
15: 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate / CH2Cl2 / 45 h
With
2,6-dimethylpyridine; barium dihydroxide; lithium hydroxide; sodium hydroxide; thionyl chloride; oxalyl dichloride; N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; silver(l) oxide;
In
pyridine; methanol; diethyl ether; dichloromethane; water; acetone; toluene; trifluoroacetic acid;
DOI:10.1021/ja00323a030
- Guidance literature:
-
Multi-step reaction with 15 steps
1: 69 percent / TiCl4 / CH2Cl2 / -41 °C
2: 95 percent / trifluoroacetic acid / 24 h
3: 82 percent / acetone / 72 h / Heating
4: 97 percent / pyridine / 12 h
5: 83 percent / diisopropyl-ethylamine / toluene / 3 h / 215 °C
6: 96 percent / 5percent NaOH / methanol / 2 h / Ambient temperature
7: oxalyl chloride / toluene / 3 h / Ambient temperature
8: diethyl ether / 1 h / Ambient temperature
9: Ag2O / 12 h
10: Ba(OH)2*8H2O / various solvent(s); H2O / 48 h / Heating
11: SOCl2 / 12 h / Heating
12: 91 percent / 2,6-lutidine / CH2Cl2 / 4 h / 0 °C
13: 99 percent / diisopropylethylamine / CH2Cl2 / 4 h / Ambient temperature
14: 100 percent / aq. LiOH / methanol / 15 h / Ambient temperature
15: 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate / CH2Cl2 / 45 h
With
2,6-dimethylpyridine; barium dihydroxide; lithium hydroxide; sodium hydroxide; thionyl chloride; oxalyl dichloride; N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; silver(l) oxide;
In
pyridine; methanol; diethyl ether; dichloromethane; water; acetone; toluene; trifluoroacetic acid;
DOI:10.1021/ja00323a030
![3-[N-(4-methylphenylsulfonyl)amino]propan-1-ol](/Databaselist/images/loading.webp)
