Technology Process of 3-(3-butynyloxycarbonyl)-6-<2-chloro-4-<3-(diphenylmethoxycarbonyl)propyl>phenyl>-8,11-dimethyl-2,3,4,5-tetrahydro-8H-pyrido<4',3':4,5>thieno<3,2-f><1,2,4>-triazolo<4,3-a><1,4,>diazepine
There total 17 articles about 3-(3-butynyloxycarbonyl)-6-<2-chloro-4-<3-(diphenylmethoxycarbonyl)propyl>phenyl>-8,11-dimethyl-2,3,4,5-tetrahydro-8H-pyrido<4',3':4,5>thieno<3,2-f><1,2,4>-triazolo<4,3-a><1,4,>diazepine which
guide to synthetic route it.
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synthetic route:
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141733-86-0
3-(3-butynyloxycarbonyl)-6-<2-chloro-4-<3-(diphenylmethoxycarbonyl)propyl>phenyl>-8,11-dimethyl-2,3,4,5-tetrahydro-8H-pyrido<4',3':4,5>thieno<3,2-f><1,2,4>-triazolo<4,3-a><1,4,>diazepine
- Guidance literature:
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Multi-step reaction with 12 steps
1: 0.5 h / 110 °C
2: 1.) DMSO, oxalyl chloride, 2.) Et3N / 1.) CH2Cl2, from -70 deg C to -50 deg C, 30 min, 2.) CH2Cl2, from -50 deg C to RT
3: 72 percent / Et3N, sulfur / dimethylformamide / 1 h / 50 °C
4: 247 g / CHCl3 / Ambient temperature
5: 290 g / pyridine, AcOH / toluene / 1.5 h / Heating
6: 199 g / NaOH / ethanol / 1.5 h / Ambient temperature
7: Et3N / toluene / Heating
8: 70 percent / Lawesson's reagent / 1,2-dimethoxy-ethane / 1.5 h / 80 °C
9: 37 percent / dioxane / 2 h / 130 °C
10: 58 percent / TFA / CHCl3 / 0 °C
11: pyridinium dichromate (PDC) / dimethylformamide / 15 h / Ambient temperature
12: CHCl3
With
Lawessons reagent; pyridine; sodium hydroxide; dipyridinium dichromate; oxalyl dichloride; sulfur; acetic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic acid;
In
1,4-dioxane; 1,2-dimethoxyethane; ethanol; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.40.762
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141733-86-0
3-(3-butynyloxycarbonyl)-6-<2-chloro-4-<3-(diphenylmethoxycarbonyl)propyl>phenyl>-8,11-dimethyl-2,3,4,5-tetrahydro-8H-pyrido<4',3':4,5>thieno<3,2-f><1,2,4>-triazolo<4,3-a><1,4,>diazepine
- Guidance literature:
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Multi-step reaction with 12 steps
1: 0.5 h / 110 °C
2: 1.) DMSO, oxalyl chloride, 2.) Et3N / 1.) CH2Cl2, from -70 deg C to -50 deg C, 30 min, 2.) CH2Cl2, from -50 deg C to RT
3: 72 percent / Et3N, sulfur / dimethylformamide / 1 h / 50 °C
4: 247 g / CHCl3 / Ambient temperature
5: 290 g / pyridine, AcOH / toluene / 1.5 h / Heating
6: 199 g / NaOH / ethanol / 1.5 h / Ambient temperature
7: Et3N / toluene / Heating
8: 70 percent / Lawesson's reagent / 1,2-dimethoxy-ethane / 1.5 h / 80 °C
9: 37 percent / dioxane / 2 h / 130 °C
10: 58 percent / TFA / CHCl3 / 0 °C
11: pyridinium dichromate (PDC) / dimethylformamide / 15 h / Ambient temperature
12: CHCl3
With
Lawessons reagent; pyridine; sodium hydroxide; dipyridinium dichromate; oxalyl dichloride; sulfur; acetic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic acid;
In
1,4-dioxane; 1,2-dimethoxyethane; ethanol; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.40.762
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141733-86-0
3-(3-butynyloxycarbonyl)-6-<2-chloro-4-<3-(diphenylmethoxycarbonyl)propyl>phenyl>-8,11-dimethyl-2,3,4,5-tetrahydro-8H-pyrido<4',3':4,5>thieno<3,2-f><1,2,4>-triazolo<4,3-a><1,4,>diazepine
- Guidance literature:
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Multi-step reaction with 13 steps
1: 73 percent / diisopropylethylamine / CH2Cl2 / Ambient temperature
2: 1.) LDA / 1.) THF, -70deg C, 30 min, 2.) THF, -70 deg C, 30 min
3: conc. HCl / methanol / 0.25 h / 50 °C
4: 72 percent / Et3N, sulfur / dimethylformamide / 1 h / 50 °C
5: 247 g / CHCl3 / Ambient temperature
6: 290 g / pyridine, AcOH / toluene / 1.5 h / Heating
7: 199 g / NaOH / ethanol / 1.5 h / Ambient temperature
8: Et3N / toluene / Heating
9: 70 percent / Lawesson's reagent / 1,2-dimethoxy-ethane / 1.5 h / 80 °C
10: 37 percent / dioxane / 2 h / 130 °C
11: 58 percent / TFA / CHCl3 / 0 °C
12: pyridinium dichromate (PDC) / dimethylformamide / 15 h / Ambient temperature
13: CHCl3
With
Lawessons reagent; pyridine; hydrogenchloride; sodium hydroxide; dipyridinium dichromate; sulfur; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium diisopropyl amide;
In
1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.40.762