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

Base Information

Chemical Name:(+)-(1R,3R,4S)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-en-3-ylmethyl 3,5-dinitrobenzoate
CAS No.:1333161-47-9
Molecular Formula:C₂₂H₂₁N₃O₆
Molecular Weight:423.425
Hs Code.:

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

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

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

There total 5 articles about (+)-(1R,3R,4S)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-en-3-ylmethyl 3,5-dinitrobenzoate 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: 91.0%

: 1333161-41-3
(+)-(1R,3R,4S)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-en-3-ylmethanol

: 99-33-2
3,5-dinitrobenoyl chloride

: 1333161-47-9
(+)-(1R,3R,4S)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-en-3-ylmethyl 3,5-dinitrobenzoate

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 48h; Inert atmosphere;
DOI:10.1016/j.tet.2011.06.097

Reference yield:

: BF₃*C₂HF₃O₂*C₂₆H₃₃NO₂

: 1333161-47-9
(+)-(1R,3R,4S)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-en-3-ylmethyl 3,5-dinitrobenzoate

Guidance literature:: Multi-step reaction with 3 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

3.1: dmap / dichloromethane / 48 h / 20 °C / Inert atmosphere

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

Reference yield:

: BF₃*C₂HF₃O₂*C₂₆H₃₃NO₂

: 1333161-47-9
(+)-(1R,3R,4S)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-en-3-ylmethyl 3,5-dinitrobenzoate

Guidance literature:: Multi-step reaction with 3 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

3.1: dmap / dichloromethane / 48 h / 20 °C / Inert atmosphere

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