Cycloheptanone, 3-methyl-, (3S)-

Base Information

• Chemical Name: Cycloheptanone, 3-methyl-, (3S)-
• CAS No.: 136520-53-1
• Molecular Formula: C8H14O
• Mol file: 136520-53-1.mol

Synonyms:

Chemical Property of Cycloheptanone, 3-methyl-, (3S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cycloheptanone, 3-methyl-, (3S)-

There total 31 articles about Cycloheptanone, 3-methyl-, (3S)- 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: 99.0%

2-Cyclohepten-1-one (1121-66-0) + dimethyl zinc(II) (544-97-8) → (S)-3-methylcycloheptanone (933-17-5,13609-58-0,60547-34-4,136520-53-1)

Guidance literature:

dimethyl zinc(II); With copper acetylacetonate; 1-[3-((S)-1-hydroxy-2-butanylamino)-3-oxopropyl]-3-methylbenzimidazolium iodide; caesium carbonate; In tetrahydrofuran; hexane; at 20 ℃; for 0.25h;

2-Cyclohepten-1-one; In tetrahydrofuran; hexane; at 20 ℃; for 27h; optical yield given as %ee;

DOI:10.1021/jo300472r

Reference yield: 99.0%

3-methylcyclohept-2-en-1-one (14525-83-8) → (S)-3-methylcycloheptanone (933-17-5,13609-58-0,60547-34-4,136520-53-1)

Guidance literature:

3-methylcyclohept-2-en-1-one; C₉H₁₉NO₂*C₅₀H₅₇O₄P; In dibutyl ether; at 60 ℃; for 0.0333333 - 0.0833333h;

With C₁₅H₂₃NO₄; In dibutyl ether; at 60 ℃; for 48h; Product distribution / selectivity;

Reference yield: 80.0%

2-Cyclohepten-1-one (1121-66-0) + dimethyl zinc(II) (544-97-8) → (R)-3-methylcycloheptanone (933-17-5,60547-34-4,136520-53-1,13609-58-0)

Guidance literature:

With copper(I) trifluoromethanesulfonate benzene; [(2-PPh₂)C₆H₄CH]-Val-Phe-NH-Bu; In toluene; at -30 ℃; for 12h;

DOI:10.1021/ja003698p

upstream raw materials:

diazomethane

(3R)-3-methylcyclohexanone

2-Cyclohepten-1-one

methyllithium

Refernces

• 1、 Garrec, Kilian,Fletcher, Stephen P.. "Cp2ZrMeCl: A Reagent for Asymmetric Methyl Addition". supporting information. p. 3814 - 3817. Retrieved 2016/08/16.
• 2、 Shibata, Naoatsu,Yoshimura, Misato,Yamada, Haruka,Arakawa, Ryuichi,Sakaguchi, Satoshi. "Hydroxy-amide functionalized azolium salts for Cu-catalyzed asymmetric conjugate addition: Stereocontrol based on ligand structure and copper precatalyst". experimental part. p. 4079 - 4086. Retrieved 2012/06/04.