(S)-(-)-2-[4-(1-Hydroxy-4-(4-hydroxydiphenylmethyl-1-piperidyl)butyl)phenyl]isobutyronitrile

Base Information

Chemical Name:(S)-(-)-2-[4-(1-Hydroxy-4-(4-hydroxydiphenylmethyl-1-piperidyl)butyl)phenyl]isobutyronitrile
CAS No.:169032-21-7
Molecular Formula:C₃₂H₃₈N₂O₂
Molecular Weight:482.666
Hs Code.:

Synonyms:(S)-(-)-2-[4-(1-Hydroxy-4-(4-hydroxydiphenylmethyl-1-piperidyl)butyl)phenyl]isobutyronitrile

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Chemical Property of (S)-(-)-2-[4-(1-Hydroxy-4-(4-hydroxydiphenylmethyl-1-piperidyl)butyl)phenyl]isobutyronitrile

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Technology Process of (S)-(-)-2-[4-(1-Hydroxy-4-(4-hydroxydiphenylmethyl-1-piperidyl)butyl)phenyl]isobutyronitrile

There total 13 articles about (S)-(-)-2-[4-(1-Hydroxy-4-(4-hydroxydiphenylmethyl-1-piperidyl)butyl)phenyl]isobutyronitrile 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:

Reference yield: 45.0%

: 115-46-8
C₁₈H₂₁NO

: 169032-20-6
(S)-(-)-2-[4-(1-Hydroxy-4-chlorobutyl)phenyl]isobutyronitrile

: 169032-21-7
(S)-(-)-2-[4-(1-Hydroxy-4-(4-hydroxydiphenylmethyl-1-piperidyl)butyl)phenyl]isobutyronitrile

Guidance literature:: With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; toluene; for 8h; Heating;
DOI:10.1016/S0014-827X(99)00070-1

Reference yield:

: 101184-73-0
2-(4-bromophenyl)-2-methylpropanenitrile

: 169032-21-7
(S)-(-)-2-[4-(1-Hydroxy-4-(4-hydroxydiphenylmethyl-1-piperidyl)butyl)phenyl]isobutyronitrile

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: 87 percent / (-)-B-chlorodiisopinocampheylborane / tetrahydrofuran / 26 h / -25 - 20 °C

3.1: 45 percent / K₂CO₃; KI / toluene; dimethylformamide / 8 h / Heating

With bis(tri-n-butyltin); potassium carbonate; (-)-diisopinocamphenylborane chloride; 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

Reference yield:

: 826-55-1
2-methyl-2-phenylpropionic acid

: 169032-21-7
(S)-(-)-2-[4-(1-Hydroxy-4-(4-hydroxydiphenylmethyl-1-piperidyl)butyl)phenyl]isobutyronitrile

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: 87 percent / (-)-B-chlorodiisopinocampheylborane / tetrahydrofuran / 26 h / -25 - 20 °C

11: 45 percent / K₂CO₃; KI / toluene; dimethylformamide / 8 h / Heating

With methanol; ammonium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; jones reagent; oxalyl dichloride; sodium carbonate; potassium carbonate; 4-pyrrolidin-1-ylpyridine; toluene-4-sulfonic acid; triethylamine; (-)-diisopinocamphenylborane chloride; 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