2-Cyclohexen-1-one, 3-(tributylstannyl)-

Base Information

• Chemical Name: 2-Cyclohexen-1-one, 3-(tributylstannyl)-
• CAS No.: 71106-31-5
• Molecular Formula: C18H34OSn
• Molecular Weight: 385.177
• Mol file: 71106-31-5.mol

Synonyms:

Chemical Property of 2-Cyclohexen-1-one, 3-(tributylstannyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Cyclohexen-1-one, 3-(tributylstannyl)-

There total 1 articles about 2-Cyclohexen-1-one, 3-(tributylstannyl)- 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: 81.0%

PhS(Bu3Sn)CuLi + 3-Iodocyclohex-2-enone (56671-82-0) → 3-tri-n-butylstannyl-2-cyclohexen-1-one (71106-31-5)

Guidance literature:

In tetrahydrofuran; a cold (-20°C) soln. of the cuprate reagent was allowed to react with C6H7OI in dry THF; the mixt. in CH3OH and diethyl ether was stirred under dry Ar atm. at -20°C for 15 min and at room temp. for 30 min;; the slurry was filtered through a column of Florisil which was eluted with diethyl ether; column chromy. on silica gel, elution with 1:9 mixt. of diethyl ether-petroleum ether, distn. (air-bath temp. 150-158°C/0.2 Torr), elem. anal.;

Reference yield: 42.2%

3-tri-n-butylstannyl-2-cyclohexen-1-one (71106-31-5) + 9-[(1'R,2'S,3'R,4'R)-2',3'-dihydroxy-4'-(hydroxymethyl)cyclopentyl]-2-iodo-1H-purin-6(9H)-one (1203452-23-6) → 9-[(1'R,2'S,3'R,4'R)-2',3'-dihydroxy-4'-(hydroxymethyl)cyclopentyl]-2-(3-oxocyclohex-1-enyl)-1H-purin-6(9H)-one (1203452-24-7)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 95 ℃; for 24h; Inert atmosphere;

DOI:10.1080/15257770903044465

Reference yield:

3-tri-n-butylstannyl-2-cyclohexen-1-one (71106-31-5) + 6-chloro-5-fluoro-2-(4-morpholinophenylamino)nicotinamide (1258323-02-2) → 5-fluoro-2-(4-morpholinophenylamino)-6-(3-oxocyclohex-1-enyl)nicotinamide (1258316-51-6)

Guidance literature:

bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 160 ℃; for 1h; Microwave irradiation;

upstream raw materials:

3-Iodocyclohex-2-enone

Downstream raw materials:

3-[4-Benzyl-2-(3-oxo-1-cyclohexenyl)-5-pyridyl]ethynyl-3-quinuclidinol

9-[(1'R,2'S,3'R,4'R)-2',3'-dihydroxy-4'-(hydroxymethyl)cyclopentyl]-2-(3-oxocyclohex-1-enyl)-1H-purin-6(9H)-one

5-fluoro-2-(4-morpholinophenylamino)-6-(3-oxocyclohex-1-enyl)nicotinamide

Refernces