(E,1R,3R,4S)-3-allyl-3-(benzylideneamino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

Base Information

• Chemical Name: (E,1R,3R,4S)-3-allyl-3-(benzylideneamino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
• CAS No.: 910545-75-4
• Molecular Formula: C₂₀H₂₅NO
• Molecular Weight: 295.425

Synonyms:(E,1R,3R,4S)-3-allyl-3-(benzylideneamino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

Chemical Property of (E,1R,3R,4S)-3-allyl-3-(benzylideneamino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

Chemical Property:

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Technology Process of (E,1R,3R,4S)-3-allyl-3-(benzylideneamino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

There total 2 articles about (E,1R,3R,4S)-3-allyl-3-(benzylideneamino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one 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: 89.0%

(1R,3R,4S)-3-allyl-3-amino-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (910545-65-2) + benzaldehyde (100-52-7) → (E,1R,3R,4S)-3-allyl-3-(benzylideneamino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (910545-75-4)

Guidance literature:

In 1,2-dichloro-ethane; at 50 ℃; for 6h;

DOI:10.1021/ja064106r

Reference yield:

(R)-camphorquinone (10334-26-6) → (E,1R,3R,4S)-3-allyl-3-(benzylideneamino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (910545-75-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / NH₃ / methanol / 24 h / 20 °C

2: 89 percent / 1,2-dichloro-ethane / 6 h / 50 °C

With ammonia; In methanol; 1,2-dichloro-ethane;

DOI:10.1021/ja064106r

Reference yield:

(E,1R,3R,4S)-3-allyl-3-(benzylideneamino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (910545-75-4) → (Z,1R,4S)-3-((S)-1-phenylbut-3-enylimino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one + (E,1R,4S)-3-((S)-1-phenylbut-3-enylimino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

Guidance literature:

With camphor-10-sulfonic acid; In chloroform-d1; at 50 ℃; for 48h;

DOI:10.1021/ja064106r

upstream raw materials:

(1R,3R,4S)-3-allyl-3-amino-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

benzaldehyde

(R)-camphorquinone

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