(1R,3S,4S)-2-<(R)-1-phenylethyl>-2-azabicyclo<2.2.1>heptane-3-exo-diphenylmethanol

Base Information

Chemical Name:(1R,3S,4S)-2-<(R)-1-phenylethyl>-2-azabicyclo<2.2.1>heptane-3-exo-diphenylmethanol
CAS No.:169888-73-7
Molecular Formula:C₂₇H₂₉NO
Molecular Weight:383.533
Hs Code.:

Synonyms:(1R,3S,4S)-2-<(R)-1-phenylethyl>-2-azabicyclo<2.2.1>heptane-3-exo-diphenylmethanol

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Chemical Property of (1R,3S,4S)-2-<(R)-1-phenylethyl>-2-azabicyclo<2.2.1>heptane-3-exo-diphenylmethanol

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Technology Process of (1R,3S,4S)-2-<(R)-1-phenylethyl>-2-azabicyclo<2.2.1>heptane-3-exo-diphenylmethanol

There total 5 articles about (1R,3S,4S)-2-<(R)-1-phenylethyl>-2-azabicyclo<2.2.1>heptane-3-exo-diphenylmethanol 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: 80.0%

: 100-58-3
phenylmagnesium bromide

: 192461-70-4
ethyl (1R,3S,4S)-2-<(R)-1-phenylethyl>-2-azabicyclo<2.2.1>heptane-3-exo-carboxylate

: 169888-73-7
(1R,3S,4S)-2-<(R)-1-phenylethyl>-2-azabicyclo<2.2.1>heptane-3-exo-diphenylmethanol

Guidance literature:: In tetrahydrofuran; at 20 ℃; for 24h;
DOI:10.1016/0957-4166(95)00151-E

Reference yield:

: 134984-63-7
(1S,3S,4R)-2-((R)-1-phenyl-ethyl)-2-aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid ethyl ester

: 169888-73-7
(1R,3S,4S)-2-<(R)-1-phenylethyl>-2-azabicyclo<2.2.1>heptane-3-exo-diphenylmethanol

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / H₂ / 10percent Pd/C / ethyl acetate / 24 h / Ambient temperature

2: 80 percent / tetrahydrofuran / 24 h / Ambient temperature

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate;
DOI:10.1016/S0957-4166(97)00118-3

Reference yield:

: 3886-69-9
(R)-1-phenyl-ethyl-amine

: 169888-73-7
(1R,3S,4S)-2-<(R)-1-phenylethyl>-2-azabicyclo<2.2.1>heptane-3-exo-diphenylmethanol

Guidance literature:: Multi-step reaction with 4 steps

1: dichloromethane / 1 h / 0 °C / Molecular sieve

2: trifluoroacetic acid; boron trifluoride diethyl etherate / 16 h / -50 - 20 °C

3: palladium on activated charcoal; hydrogen / ethyl acetate / 24 h / 20 °C

4: tetrahydrofuran / 24 h / 0 - 20 °C

With palladium on activated charcoal; boron trifluoride diethyl etherate; hydrogen; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; ethyl acetate; 2: |Diels-Alder Cycloaddition / 4: |Grignard Reaction;
DOI:10.1016/j.tetasy.2016.08.013