tert-Butyl (1S,4S)-5-{(1S)-1-[4-(allyloxy)-2,3-dimethylphenyl]ethyl}-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

Base Information

Chemical Name:tert-Butyl (1S,4S)-5-{(1S)-1-[4-(allyloxy)-2,3-dimethylphenyl]ethyl}-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate
CAS No.:873324-99-3
Molecular Formula:C₂₃H₃₄N₂O₃
Molecular Weight:386.535
Hs Code.:

Synonyms:tert-Butyl (1S,4S)-5-{(1S)-1-[4-(allyloxy)-2,3-dimethylphenyl]ethyl}-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

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Chemical Property of tert-Butyl (1S,4S)-5-{(1S)-1-[4-(allyloxy)-2,3-dimethylphenyl]ethyl}-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

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Technology Process of tert-Butyl (1S,4S)-5-{(1S)-1-[4-(allyloxy)-2,3-dimethylphenyl]ethyl}-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

There total 4 articles about tert-Butyl (1S,4S)-5-{(1S)-1-[4-(allyloxy)-2,3-dimethylphenyl]ethyl}-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate 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:

: 873324-98-2
1-[4-(allyloxy)-2,3-dimethylphenyl]ethanone

: 113451-59-5,174823-32-6
(1S,4S)-2,5-Diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

: 873324-99-3
tert-Butyl (1S,4S)-5-{(1S)-1-[4-(allyloxy)-2,3-dimethylphenyl]ethyl}-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

: C₂₃H₃₄N₂O₃

Guidance literature:: 1-[4-(allyloxy)-2,3-dimethylphenyl]ethanone; (1S,4S)-2,5-Diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester; With titanium(IV) isopropylate; at 70 ℃; for 3h;

With sodium tetrahydroborate; In ethanol; at 0 ℃; for 0.5h;

With sodium hydroxide; In ethanol; water; at 20 ℃; for 0.5h;

Reference yield:

: 2944-49-2
2,3-dimethylanisole

: 873324-99-3
tert-Butyl (1S,4S)-5-{(1S)-1-[4-(allyloxy)-2,3-dimethylphenyl]ethyl}-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

: C₂₃H₃₄N₂O₃

Guidance literature:: Multi-step reaction with 4 steps

1.1: aluminum (III) chloride / dichloromethane / 0.5 h / 0 °C

1.2: 1 h / 0 °C

2.1: boron tribromide / dichloromethane / 20 °C

2.2: 0.5 h / 0 - 20 °C / pH 6 - 7

3.1: potassium hydroxide / acetonitrile / 0.17 h / 20 °C

3.2: 20 °C

4.1: titanium(IV) isopropylate / 3 h / 70 °C

4.2: 0.5 h / 0 °C

4.3: 0.5 h / 20 °C

With titanium(IV) isopropylate; potassium hydroxide; boron tribromide; aluminum (III) chloride; In dichloromethane; acetonitrile; 1.1: Friedel Crafts Reaction;

Reference yield:

: 5384-57-6
4-hydroxy-2,3-dimethylacetophenone

: 873324-99-3
tert-Butyl (1S,4S)-5-{(1S)-1-[4-(allyloxy)-2,3-dimethylphenyl]ethyl}-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

: C₂₃H₃₄N₂O₃

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium hydroxide / acetonitrile / 0.17 h / 20 °C

1.2: 20 °C

2.1: titanium(IV) isopropylate / 3 h / 70 °C

2.2: 0.5 h / 0 °C

2.3: 0.5 h / 20 °C

With titanium(IV) isopropylate; potassium hydroxide; In acetonitrile;