N-{(1S,2R,3E,4R)-1,7,7-trimethyl-4'-methylenedihydro-3'H-spiro[bicyclo[2.2.1]heptane-2,2'-furan]-3-ylidene}aniline

Base Information

• Chemical Name: N-{(1S,2R,3E,4R)-1,7,7-trimethyl-4'-methylenedihydro-3'H-spiro[bicyclo[2.2.1]heptane-2,2'-furan]-3-ylidene}aniline
• CAS No.: 960216-84-6
• Molecular Formula: C₂₀H₂₅NO
• Molecular Weight: 295.425

Synonyms:N-{(1S,2R,3E,4R)-1,7,7-trimethyl-4'-methylenedihydro-3'H-spiro[bicyclo[2.2.1]heptane-2,2'-furan]-3-ylidene}aniline

Chemical Property of N-{(1S,2R,3E,4R)-1,7,7-trimethyl-4'-methylenedihydro-3'H-spiro[bicyclo[2.2.1]heptane-2,2'-furan]-3-ylidene}aniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of N-{(1S,2R,3E,4R)-1,7,7-trimethyl-4'-methylenedihydro-3'H-spiro[bicyclo[2.2.1]heptane-2,2'-furan]-3-ylidene}aniline

There total 2 articles about N-{(1S,2R,3E,4R)-1,7,7-trimethyl-4'-methylenedihydro-3'H-spiro[bicyclo[2.2.1]heptane-2,2'-furan]-3-ylidene}aniline 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%

[2-(acetoxymethyl)prop-2-enyl]trimethylsilane (72047-94-0) + (1S,4R)-1,7,7-trimethyl-3-(phenylimino)bicyclo[2.2.1]heptan-2-one (24268-24-4,71681-62-4) → N-{(1S,2R,3E,4R)-1,7,7-trimethyl-4'-methylenedihydro-3'H-spiro[bicyclo[2.2.1]heptane-2,2'-furan]-3-ylidene}aniline (960216-84-6)

Guidance literature:

With triisopropyl phosphite; palladium diacetate; In tetrahydrofuran; toluene; for 3h; Heating;

DOI:10.1016/j.tetasy.2007.09.018

Reference yield:

(1S,3E,4R)-1,7,7-trimethyl-3-(phenylimino)bicyclo[2.2.1]heptan-2-one (960216-74-4) + [2-(acetoxymethyl)prop-2-enyl]trimethylsilane (72047-94-0) → N-{(1S,2R,3E,4R)-1,7,7-trimethyl-4'-methylenedihydro-3'H-spiro[bicyclo[2.2.1]heptane-2,2'-furan]-3-ylidene}aniline (960216-84-6)

Guidance literature:

With triisopropyl phosphite; palladium diacetate; In toluene; Heating;

DOI:10.1016/j.tetasy.2008.01.005

Reference yield: 77.0%

N-{(1S,2R,3E,4R)-1,7,7-trimethyl-4'-methylenedihydro-3'H-spiro[bicyclo[2.2.1]heptane-2,2'-furan]-3-ylidene}aniline (960216-84-6) → (1S,2R,3S,4R)-1,7,7-trimethyl-4'-methylene-N-phenyl-dihydro-3'H-spiro[bicyclo[2.2.1]heptane-2,2'-furan]-3-amine (960216-96-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; at 55 ℃;

DOI:10.1016/j.tetasy.2007.09.018

upstream raw materials:

[2-(acetoxymethyl)prop-2-enyl]trimethylsilane

(1S,4R)-1,7,7-trimethyl-3-(phenylimino)bicyclo[2.2.1]heptan-2-one

(1S,3E,4R)-1,7,7-trimethyl-3-(phenylimino)bicyclo[2.2.1]heptan-2-one

Downstream raw materials:

(1S,2R,3S,4R)-1,7,7-trimethyl-4'-methylene-N-phenyl-dihydro-3'H-spiro[bicyclo[2.2.1]heptane-2,2'-furan]-3-amine

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