Technology Process of carbonic acid 4-(3-(3-bromo-propoxy)-4-{1-[(4-chloro-benzenesulfonyl)-(2,5-difluoro-phenyl)-amino]-ethyl}-benzoyl)-benzyl ester 4-nitro-phenyl ester
There total 13 articles about carbonic acid 4-(3-(3-bromo-propoxy)-4-{1-[(4-chloro-benzenesulfonyl)-(2,5-difluoro-phenyl)-amino]-ethyl}-benzoyl)-benzyl ester 4-nitro-phenyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 98 percent / PdCl2(PPh3)2; PPh3; CuI / Et3N / tetrahydrofuran / 20 °C
2.1: 89 percent / PPh3; DEAD / toluene / 0 - 20 °C
3.1: 70 percent / formic acid / 60 °C
4.1: 97 percent / NaBH4 / methanol / 0 °C
5.1: i-PrMgBr / tetrahydrofuran / -20 °C
5.2: 71 percent / tetrahydrofuran / -78 - 0 °C
6.1: 82 percent / PPh3; DEAD / toluene / 0 - 20 °C
7.1: 95 percent / aq. HF / acetonitrile / 0 °C
8.1: 97 percent / pyridine / acetonitrile; tetrahydrofuran / 20 °C
With
pyridine; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; copper(l) iodide; formic acid; hydrogen fluoride; isopropylmagnesium bromide; triphenylphosphine; diethylazodicarboxylate;
triethylamine;
In
tetrahydrofuran; methanol; toluene; acetonitrile;
1.1: Sonogashira coupling / 2.1: Mitsunobu reaction / 6.1: Mitsunobu reaction;
DOI:10.1016/j.bmcl.2006.05.091
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 99 percent / H2 / Pd/C / methanol / 20 °C
2.1: NaNO2; aq. HCl / 0 °C
2.2: 68 percent / KI / 20 °C
3.1: 98 percent / PdCl2(PPh3)2; PPh3; CuI / Et3N / tetrahydrofuran / 20 °C
4.1: 89 percent / PPh3; DEAD / toluene / 0 - 20 °C
5.1: 70 percent / formic acid / 60 °C
6.1: 97 percent / NaBH4 / methanol / 0 °C
7.1: i-PrMgBr / tetrahydrofuran / -20 °C
7.2: 71 percent / tetrahydrofuran / -78 - 0 °C
8.1: 82 percent / PPh3; DEAD / toluene / 0 - 20 °C
9.1: 95 percent / aq. HF / acetonitrile / 0 °C
10.1: 97 percent / pyridine / acetonitrile; tetrahydrofuran / 20 °C
With
pyridine; hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; copper(l) iodide; formic acid; hydrogen fluoride; hydrogen; isopropylmagnesium bromide; triphenylphosphine; sodium nitrite; diethylazodicarboxylate;
palladium on activated charcoal; triethylamine;
In
tetrahydrofuran; methanol; toluene; acetonitrile;
3.1: Sonogashira coupling / 4.1: Mitsunobu reaction / 8.1: Mitsunobu reaction;
DOI:10.1016/j.bmcl.2006.05.091
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: NaNO2; aq. HCl / 0 °C
1.2: 68 percent / KI / 20 °C
2.1: 98 percent / PdCl2(PPh3)2; PPh3; CuI / Et3N / tetrahydrofuran / 20 °C
3.1: 89 percent / PPh3; DEAD / toluene / 0 - 20 °C
4.1: 70 percent / formic acid / 60 °C
5.1: 97 percent / NaBH4 / methanol / 0 °C
6.1: i-PrMgBr / tetrahydrofuran / -20 °C
6.2: 71 percent / tetrahydrofuran / -78 - 0 °C
7.1: 82 percent / PPh3; DEAD / toluene / 0 - 20 °C
8.1: 95 percent / aq. HF / acetonitrile / 0 °C
9.1: 97 percent / pyridine / acetonitrile; tetrahydrofuran / 20 °C
With
pyridine; hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; copper(l) iodide; formic acid; hydrogen fluoride; isopropylmagnesium bromide; triphenylphosphine; sodium nitrite; diethylazodicarboxylate;
triethylamine;
In
tetrahydrofuran; methanol; toluene; acetonitrile;
2.1: Sonogashira coupling / 3.1: Mitsunobu reaction / 7.1: Mitsunobu reaction;
DOI:10.1016/j.bmcl.2006.05.091