2-nitro-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: 2-nitro-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.: 960216-88-0
• Molecular Formula: C₂₀H₂₄N₂O₃
• Molecular Weight: 340.422

Synonyms:2-nitro-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 2-nitro-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:

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Technology Process of 2-nitro-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 1 articles about 2-nitro-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:

(1S,3E,4R)-1,7,7-trimethyl-3-[(2-nitrophenyl)imino]bicyclo[2.2.1]heptan-2-one + [2-(acetoxymethyl)prop-2-enyl]trimethylsilane (72047-94-0) → 2-nitro-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 (960216-88-0)

Guidance literature:

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

DOI:10.1016/j.tetasy.2008.01.005

Reference yield: 74.0%

2-nitro-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 (960216-88-0) + 3,6-di(2'-pyridyl)-1,2,4,5-tetrazine (1671-87-0) → 2-nitro-N-[(6R,9R,10E,11R,14S)-1,4-bis(pyridin-2-yl)-11:14-isopropylidene-14-methyl-2,3-diaza-8-oxadispiro[5.1.5.2]pentadeca-1,4-dien-10-ylidene]aniline + 2-nitro-N-[(6S,9R,10E,11R,14S)-1,4-bis(pyridin-2-yl)-11:14-isopropylidene-14-methyl-2,3-diaza-8-oxadispiro[5.1.5.2]pentadeca-1,4-dien-10-ylidene]aniline

Guidance literature:

In toluene; for 30h; Heating;

DOI:10.1016/j.tetasy.2007.11.012

Reference yield: 63.0%

2-nitro-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 (960216-88-0) → N1-{(1S,2R,3S,4R)-1,7,7-trimethyl-4'-methylenedihydro-3'H-spiro[bicyclo[2.2.1]heptane-2,2'-furan]-3-yl}benzene-1,2-diamine (960216-98-2)

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

Downstream raw materials:

N¹-{(1S,2R,3S,4R)-1,7,7-trimethyl-4'-methylenedihydro-3'H-spiro[bicyclo[2.2.1]heptane-2,2'-furan]-3-yl}benzene-1,2-diamine

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