Technology Process of (R)-(+)-2-[4-(1-Hydroxy-4-(4-hydroxydiphenylmethyl-1-piperidyl)butyl)phenyl]isobutyronitrile
There total 13 articles about (R)-(+)-2-[4-(1-Hydroxy-4-(4-hydroxydiphenylmethyl-1-piperidyl)butyl)phenyl]isobutyronitrile which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
potassium carbonate; potassium iodide;
In
N,N-dimethyl-formamide; toluene;
for 9h;
Heating;
DOI:10.1016/S0014-827X(99)00070-1
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: (Bu3Sn)2 / (Ph3P)4Pd / toluene / 50 h / 65 °C
1.2: 88 percent / (Ph3P)2PdCl2 / toluene / 8 h / 70 °C
2.1: 70 percent / (+)-B-chlorodiisopinocampheylborane / tetrahydrofuran / 48.5 h / -25 - 20 °C
3.1: 45 percent / K2CO3; KI / toluene; dimethylformamide / 9 h / Heating
With
(+)-β-chlorodiisopinocampheylborane; bis(tri-n-butyltin); potassium carbonate; potassium iodide;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; N,N-dimethyl-formamide; toluene;
1.1: Metallation / 1.2: Acylation / 2.1: Reduction / 3.1: Substitution;
DOI:10.1016/S0014-827X(99)00070-1
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 99 percent / LiAlH4 / diethyl ether
2: 97 percent / Et3N; 4-pyrrolidinopyridine / 0.33 h / 20 °C
3: 63.5 percent / AlCl3 / CS2 / 1.5 h / 0 - 5 °C
4: 68 percent / p-TsOH*H2O / benzene / 24 h / Heating
5: 99 percent / NaOH; MeOH / 0.5 h / 20 °C
6: 89 percent / Jones reagent / acetone / 0 °C
7: (COCl)2 / 2.5 h / 20 °C
8: NH4OH / tetrahydrofuran / 0.5 h / 0 °C
9: 89 percent / POCl3; Na2CO3 / acetonitrile / 2.5 h / Heating
10: 70 percent / (+)-B-chlorodiisopinocampheylborane / tetrahydrofuran / 48.5 h / -25 - 20 °C
11: 45 percent / K2CO3; KI / toluene; dimethylformamide / 9 h / Heating
With
methanol; ammonium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; jones reagent; (+)-β-chlorodiisopinocampheylborane; oxalyl dichloride; sodium carbonate; potassium carbonate; 4-pyrrolidin-1-ylpyridine; toluene-4-sulfonic acid; triethylamine; potassium iodide; trichlorophosphate;
In
tetrahydrofuran; carbon disulfide; diethyl ether; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; benzene;
1: Reduction / 2: Acetylation / 3: Acylation / 4: acetalisation / 5: deacetylation / 6: Oxidation / 7: Substitution / 8: Hydrolysis / 9: Dehydration / 10: Reduction / 11: Substitution;
DOI:10.1016/S0014-827X(99)00070-1