(2S,6R)-2-{[(1R,2R)-2-Ethylcyclopropyl]methyl}-6-hydroxy-3,3-dimethylcyclohexan-1-one

Base Information

Chemical Name:(2S,6R)-2-{[(1R,2R)-2-Ethylcyclopropyl]methyl}-6-hydroxy-3,3-dimethylcyclohexan-1-one
CAS No.:515178-90-2
Molecular Formula:C14H24O2
Molecular Weight:224.33916
Hs Code.:
DSSTox Substance ID:DTXSID40466540
Wikidata:Q82293126
Mol file:515178-90-2.mol

Synonyms:515178-90-2;DTXSID40466540;(2S,6R)-2-{[(1R,2R)-2-Ethylcyclopropyl]methyl}-6-hydroxy-3,3-dimethylcyclohexan-1-one

Suppliers and Price of (2S,6R)-2-{[(1R,2R)-2-Ethylcyclopropyl]methyl}-6-hydroxy-3,3-dimethylcyclohexan-1-one

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2S,6R)-2-{[(1R,2R)-2-Ethylcyclopropyl]methyl}-6-hydroxy-3,3-dimethylcyclohexan-1-one

Chemical Property:

PSA：37.30000
LogP:2.78880
XLogP3:3.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:224.177630004
Heavy Atom Count:16
Complexity:283

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC1CC1CC2C(=O)C(CCC2(C)C)O
Isomeric SMILES:CC[C@@H]1C[C@@H]1C[C@@H]2C(=O)[C@@H](CCC2(C)C)O

Technology Process of (2S,6R)-2-{[(1R,2R)-2-Ethylcyclopropyl]methyl}-6-hydroxy-3,3-dimethylcyclohexan-1-one

There total 4 articles about (2S,6R)-2-{[(1R,2R)-2-Ethylcyclopropyl]methyl}-6-hydroxy-3,3-dimethylcyclohexan-1-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: 65.0%

: (1S,2R)-3,3-Dimethyl-1-(R)-oxiranyl-2-((Z)-pent-2-enyl)-cyclopentanol

: 515178-90-2
(2S,6R)-2-((1R,2R)-2-Ethyl-cyclopropylmethyl)-6-hydroxy-3,3-dimethyl-cyclohexanone

Guidance literature:: With stannic bromide; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/S0040-4039(02)02511-X

Reference yield:

: 488-10-8
cis-jasmone

: 515178-90-2
(2S,6R)-2-((1R,2R)-2-Ethyl-cyclopropylmethyl)-6-hydroxy-3,3-dimethyl-cyclohexanone

Guidance literature:: Multi-step reaction with 4 steps

1: 63 percent / CuI; BF₃*Et₂O / diethyl ether / 4 h / -78 - 20 °C

2: tetrahydrofuran / 20 h / -78 - 20 °C

3: TBHP / VO(acac)2 / benzene / 24 h / Heating

4: 65 percent / SnBr₄ / CH₂Cl₂ / 1 h / 0 °C

With tert.-butylhydroperoxide; copper(l) iodide; boron trifluoride diethyl etherate; stannic bromide; bis(acetylacetonate)oxovanadium; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;
DOI:10.1016/S0040-4039(02)02511-X

Reference yield:

: 157562-89-5
cis-2-(2-penten-1-yl)-3,3-dimethylcyclopentanone

: 515178-90-2
(2S,6R)-2-((1R,2R)-2-Ethyl-cyclopropylmethyl)-6-hydroxy-3,3-dimethyl-cyclohexanone

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran / 20 h / -78 - 20 °C

2: TBHP / VO(acac)2 / benzene / 24 h / Heating

3: 65 percent / SnBr₄ / CH₂Cl₂ / 1 h / 0 °C

With tert.-butylhydroperoxide; stannic bromide; bis(acetylacetonate)oxovanadium; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1016/S0040-4039(02)02511-X