(3S,1'R)-3-[hydroxyl(phenyl)methyl]cyclohexene

Base Information

• Chemical Name: (3S,1'R)-3-[hydroxyl(phenyl)methyl]cyclohexene
• CAS No.: 177018-34-7
• Molecular Formula: C₁₃H₁₆O
• Molecular Weight: 188.269
• Mol file: 177018-34-7.mol

Synonyms:(3S,1'R)-3-[hydroxyl(phenyl)methyl]cyclohexene

Chemical Property of (3S,1'R)-3-[hydroxyl(phenyl)methyl]cyclohexene

Chemical Property:

Purity/Quality:

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Technology Process of (3S,1'R)-3-[hydroxyl(phenyl)methyl]cyclohexene

There total 10 articles about (3S,1'R)-3-[hydroxyl(phenyl)methyl]cyclohexene 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: 98.0%

(R)-2-cyclohexen-1-ol (3413-44-3) + benzaldehyde (100-52-7) → (3S,1'R)-3-[hydroxyl(phenyl)methyl]cyclohexene (177018-34-7)

Guidance literature:

With tetrahydroxydiboron; toluene-4-sulfonic acid; palladium-pincer; In methanol; dimethyl sulfoxide; at 60 ℃; for 16h;

DOI:10.1002/ejoc.200600530

Reference yield: 65.0%

benzaldehyde (100-52-7) + cyclohexene (110-83-8) → (3S,1'R)-3-[hydroxyl(phenyl)methyl]cyclohexene (177018-34-7)

Guidance literature:

With chromium dichloride; magnesium(II) perchlorate; C₂₂H₂₀N⁽¹⁺⁾*ClO₄^(1-); {3aS-[2(3'aR*,8'aS*),3aα,8aα]}-2,2'-(cyclopropylidene)-bis{3a,8a-dihydro-8H-indeno[1,2-d]-oxazole}; In dichloromethane; at 20 ℃; for 12h; Reagent/catalyst; stereoselective reaction; Catalytic behavior; Irradiation;

DOI:10.1039/c8sc05677c

Reference yield:

(+/-)-3-trichlorosilylcyclohexene (18139-74-7) + benzaldehyde (100-52-7) → (3S,1'R)-3-[hydroxyl(phenyl)methyl]cyclohexene (177018-34-7) + (1S,1'R)-1-(cyclohex-2-enyl)(phenyl)methanol (138662-72-3)

Guidance literature:

In N,N-dimethyl-formamide; at 0 ℃; for 2h; Title compound not separated from byproducts.;

DOI:10.1002/1615-4169(20010330)343:3<279::AID-ADSC279>3.0.CO;2-5

upstream raw materials:

benzaldehyde

cyclohexa-1,3-diene

rac-3-bromocyclohexene

(+/-)-3-trichlorosilylcyclohexene

Refernces

• 1、 Coffinet, Micha?l,Massicot, Fabien,Joseph, Jomy,Behr, Jean-Bernard,Jaroschik, Florian,Vasse, Jean-Luc. "(+)-Camphor-mediated kinetic resolution of allylalanes: a strategy towards enantio-enriched cyclohex-2-en-1-ylalane". supporting information. p. 111 - 114. Retrieved 2016/12/27.
• 2、 Park, Hoon Seo,Han, Jin Wook,Shintani, Ryo,Hayashi, Tamio. "Asymmetric hydrosilylation of cyclohexa-1,3-diene with trichlorosilane by palladium catalysts coordinated with chiral phosphoramidite ligands". . p. 418 - 420. Retrieved 2013/06/27.