(2R)-2-Methyl-2-phenylcyclopentanone

Base Information

Chemical Name:(2R)-2-Methyl-2-phenylcyclopentanone
CAS No.:22800-17-5
Molecular Formula:C₁₂H₁₄O
Molecular Weight:174.243
Hs Code.:
DSSTox Substance ID:DTXSID901291330
Nikkaji Number:J1.467.411J

Synonyms:(2R)-2-Methyl-2-phenylcyclopentanone;DTXSID901291330;22800-17-5

Suppliers and Price of (2R)-2-Methyl-2-phenylcyclopentanone

Supply Marketing:

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

Manufacturers and distributors:

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Chemical Property of (2R)-2-Methyl-2-phenylcyclopentanone

Chemical Property:

XLogP3:2.4
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:174.104465066
Heavy Atom Count:13
Complexity:203

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1(CCCC1=O)C2=CC=CC=C2
Isomeric SMILES:C[C@@]1(CCCC1=O)C2=CC=CC=C2

Technology Process of (2R)-2-Methyl-2-phenylcyclopentanone

There total 20 articles about (2R)-2-Methyl-2-phenylcyclopentanone 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: 89.0%

: 53847-19-1
5-phenyl-5-hexanal

: 22800-17-5
(R)-(+)-2-methyl-2-phenylcyclopentanone

Guidance literature:: With (S)-5-benzyl-2-(2,6-dimethoxyphenyl)-6,8-dihydro-5H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,4-dioxane; at 80 ℃; for 16h; enantioselective reaction; Inert atmosphere;
DOI:10.1002/anie.201412302

Reference yield:

: 591-50-4
iodobenzene

: 509323-88-0
1-methyl-2-(S)-(2-methyl-cyclopent-1-enyloxymethyl)-pyrrolidine

: 67113-14-8
(-)-(S)-2-methyl-2-phenyl cyclopentanone

: 22800-17-5
(R)-(+)-2-methyl-2-phenylcyclopentanone

Guidance literature:: iodobenzene; 1-methyl-2-(S)-(2-methyl-cyclopent-1-enyloxymethyl)-pyrrolidine; With sodium acetate; potassium carbonate; lithium chloride; palladium diacetate; In N,N-dimethyl-formamide; at 70 ℃; for 68h;

With hydrogenchloride; In N,N-dimethyl-formamide; for 0.5h; Title compound not separated from byproducts;
DOI:10.1021/ja029646c

Reference yield:

: 1120-72-5
2-Methylcyclopentanone

: 22800-17-5
(R)-(+)-2-methyl-2-phenylcyclopentanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: 4-toluenesulfonic acid monohydrate / 1 h / 0 - 20 °C

2.1: 3.90 g / HCl / toluene / 16 h / 100 °C

3.1: aq. NaOAc; K₂CO₃; LiCl / Pd(OAc)2 / dimethylformamide / 68 h / 70 °C

3.2: aq. HCl / dimethylformamide / 0.5 h

With hydrogenchloride; p-toluenesulfonic acid monohydrate; sodium acetate; potassium carbonate; lithium chloride; palladium diacetate; In N,N-dimethyl-formamide; toluene; 3.1: asymmetric Heck arylation;
DOI:10.1021/ja029646c