(3R,4R)-1-Benzyl-1-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-3,4-dimethyl-pyrrolidinium; bromide

Base Information

Chemical Name:(3R,4R)-1-Benzyl-1-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-3,4-dimethyl-pyrrolidinium; bromide
CAS No.:142955-03-1
Molecular Formula:Br*C₂₂H₃₀NO
Molecular Weight:404.39
Hs Code.:

Synonyms:(3R,4R)-1-Benzyl-1-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-3,4-dimethyl-pyrrolidinium; bromide

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Chemical Property of (3R,4R)-1-Benzyl-1-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-3,4-dimethyl-pyrrolidinium; bromide

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Technology Process of (3R,4R)-1-Benzyl-1-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-3,4-dimethyl-pyrrolidinium; bromide

There total 6 articles about (3R,4R)-1-Benzyl-1-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-3,4-dimethyl-pyrrolidinium; bromide 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: 90.0%

: 100-39-0
benzyl bromide

: 142955-02-0
(1R,2S)-2-((3R,4R)-3,4-Dimethyl-pyrrolidin-1-yl)-1-phenyl-propan-1-ol

: 142955-03-1
(3R,4R)-1-Benzyl-1-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-3,4-dimethyl-pyrrolidinium; bromide

Guidance literature:: In methanol; for 15h; Ambient temperature;
DOI:10.1016/S0040-4020(01)88474-X

Reference yield:

: 492-41-1,58550-13-3,757124-50-8
(1R,2S)-norephedrine

: 142955-03-1
(3R,4R)-1-Benzyl-1-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-3,4-dimethyl-pyrrolidinium; bromide

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / 2N NaOH / H₂O / Ambient temperature; pH ca. 7

2: 82.8 percent / pyridinium tosylate / benzene / 14 h / Heating

3: 80 percent / NaI / acetone / 1 h / 50 °C

4: 22 percent / Bu₃SnH, AIBN / benzene / Heating

5: 85 percent / LiAlH₄, AlCl₃ / tetrahydrofuran / 1 h / -78 °C

6: 90 percent / methanol / 15 h / Ambient temperature

With sodium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; sodium iodide; In tetrahydrofuran; methanol; water; acetone; benzene;
DOI:10.1016/S0040-4020(01)88474-X

Reference yield:

: 137314-75-1,137431-00-6,143060-09-7
norefedrine α-chloropropionamide

: 142955-03-1
(3R,4R)-1-Benzyl-1-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-3,4-dimethyl-pyrrolidinium; bromide

Guidance literature:: Multi-step reaction with 5 steps

1: 82.8 percent / pyridinium tosylate / benzene / 14 h / Heating

2: 80 percent / NaI / acetone / 1 h / 50 °C

3: 22 percent / Bu₃SnH, AIBN / benzene / Heating

4: 85 percent / LiAlH₄, AlCl₃ / tetrahydrofuran / 1 h / -78 °C

5: 90 percent / methanol / 15 h / Ambient temperature

With lithium aluminium tetrahydride; aluminium trichloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; sodium iodide; In tetrahydrofuran; methanol; acetone; benzene;
DOI:10.1016/S0040-4020(01)88474-X