(-)-(1S,3S,4R)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-en-3-ylmethanol

Base Information

Chemical Name:(-)-(1S,3S,4R)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-en-3-ylmethanol
CAS No.:1333161-42-4
Molecular Formula:C₁₅H₁₉NO
Molecular Weight:229.322
Hs Code.:

Synonyms:(-)-(1S,3S,4R)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-en-3-ylmethanol

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Chemical Property of (-)-(1S,3S,4R)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-en-3-ylmethanol

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Technology Process of (-)-(1S,3S,4R)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-en-3-ylmethanol

There total 2 articles about (-)-(1S,3S,4R)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-en-3-ylmethanol 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: 94.0%

: 161607-17-6
(-)-(1R,2S,5R)-8-phenylmenthyl (1S,3S,4R)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylate

: 1333161-42-4
(-)-(1S,3S,4R)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-en-3-ylmethanol

Guidance literature:: (-)-(1R,2S,5R)-8-phenylmenthyl (1S,3S,4R)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylate; With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 12h; Inert atmosphere;

With methanol; water; In diethyl ether; at 0 ℃;
DOI:10.1016/j.tet.2011.06.097

Reference yield:

: BF₃*C₂HF₃O₂*C₂₆H₃₃NO₂

: 1333161-42-4
(-)-(1S,3S,4R)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-en-3-ylmethanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloromethane / 5 h / -78 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / diethyl ether / 12 h / 0 - 20 °C / Inert atmosphere

2.2: 0 °C

With lithium aluminium tetrahydride; In diethyl ether; dichloromethane; 1.1: aza-Diels-Alder reaction;
DOI:10.1016/j.tet.2011.06.097