Cyclohexyl-[(1S,4R,6S)-6-methylsulfanyl-bicyclo[2.2.1]hept-(2E)-ylidene]-amine

Base Information

Chemical Name:Cyclohexyl-[(1S,4R,6S)-6-methylsulfanyl-bicyclo[2.2.1]hept-(2E)-ylidene]-amine
CAS No.:139689-79-5
Molecular Formula:C₁₄H₂₃NS
Molecular Weight:237.409
Hs Code.:

Synonyms:Cyclohexyl-[(1S,4R,6S)-6-methylsulfanyl-bicyclo[2.2.1]hept-(2E)-ylidene]-amine

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Chemical Property of Cyclohexyl-[(1S,4R,6S)-6-methylsulfanyl-bicyclo[2.2.1]hept-(2E)-ylidene]-amine

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Technology Process of Cyclohexyl-[(1S,4R,6S)-6-methylsulfanyl-bicyclo[2.2.1]hept-(2E)-ylidene]-amine

There total 4 articles about Cyclohexyl-[(1S,4R,6S)-6-methylsulfanyl-bicyclo[2.2.1]hept-(2E)-ylidene]-amine 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: 92.0%

: 108-91-8,157973-60-9
cyclohexylamine

: 139689-76-2
6-endo-(methylthio)bicyclo[2.2.1]heptan-2-one

: 139689-79-5
Cyclohexyl-[(1S,4R,6S)-6-methylsulfanyl-bicyclo[2.2.1]hept-(2E)-ylidene]-amine

Guidance literature:: With 3 A molecular sieve; at 120 - 130 ℃;
DOI:10.1021/jo00035a026

Reference yield:

: 139689-82-0
5-endo-(methylsulfonyl)-2-norbornene

: 139689-79-5
Cyclohexyl-[(1S,4R,6S)-6-methylsulfanyl-bicyclo[2.2.1]hept-(2E)-ylidene]-amine

Guidance literature:: Multi-step reaction with 5 steps

1: 1) B₂H₆, 2) 30percent aq. H₂O₂ / 1) THF, r.t., 48 h, 2) overnight

2: 93 percent / imidazole / dimethylformamide / 40 °C

3: DIBALH / benzene; toluene / 72 h / 90 °C

4: 1) DMSO, oxalyl chloride, 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 15 min, 2) r.t.

5: 92 percent / molecular sieves 3A / 120 - 130 °C

With 1H-imidazole; oxalyl dichloride; 3 A molecular sieve; dihydrogen peroxide; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; diborane; In N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo00035a026

Reference yield:

: 139689-86-4
tert-Butyl-((1S,2S,4R,6S)-6-methanesulfonyl-bicyclo[2.2.1]hept-2-yloxy)-dimethyl-silane

: 139689-79-5
Cyclohexyl-[(1S,4R,6S)-6-methylsulfanyl-bicyclo[2.2.1]hept-(2E)-ylidene]-amine

Guidance literature:: Multi-step reaction with 3 steps

1: DIBALH / benzene; toluene / 72 h / 90 °C

2: 1) DMSO, oxalyl chloride, 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 15 min, 2) r.t.

3: 92 percent / molecular sieves 3A / 120 - 130 °C

With oxalyl dichloride; 3 A molecular sieve; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In toluene; benzene;
DOI:10.1021/jo00035a026