Welcome to LookChem.com Sign In|Join Free

Cas Database

82045-04-3

82045-04-3

Identification

  • Product Name:(rac)-(E)-2-acetoxy-4-phenylbut-3-ene

  • CAS Number: 82045-04-3

  • EINECS:

  • Molecular Weight:190.242

  • Molecular Formula: C12H14O2

  • HS Code:

  • Mol File:82045-04-3.mol

Synonyms:(rac)-(E)-2-acetoxy-4-phenylbut-3-ene

Post Buying Request Now
Entrust LookChem procurement to find high-quality suppliers faster

Safety information and MSDS

Supplier and reference price

  • Manufacture/Brand
  • Product Description
  • Packaging
  • Price
  • Delivery
  • Purchase

Relevant articles and documentsAll total 32 Articles be found

Free and immobilized lecitase ultra as the biocatalyst in the kinetic resolution of (E)‐4‐arylbut‐3‐en‐2‐yl esters

Chojnacka, Anna,Drozd, Rados?aw,G?adkowski, Witold,Le?niarek, Aleksandra,Szymańska, Magdalena

, (2020/03/17)

The influence of buffer type, co‐solvent type, and acyl chain length was investigated for the enantioselective hydrolysis of racemic 4‐arylbut‐3‐en‐2‐yl esters using Lecitase Ultra (LU). Immobilized preparations of the Lecitase Ultra enzyme had

Size-Exclusion Borane-Catalyzed Domino 1,3-Allylic/Reductive Ireland–Claisen Rearrangements: Impact of the Electronic and Structural Parameters on the 1,3-Allylic Shift Aptitude

Fegyverneki, Dániel,Kolozsvári, Natália,Molnár, Dániel,Egyed, Orsolya,Holczbauer, Tamás,Soós, Tibor

supporting information, p. 2179 - 2183 (2019/01/04)

The reductive Ireland–Claisen rearrangement through borane-mediated hydrosilylation is reported. The method employs a borane catalyst with a special structural design and affords access to synthetically relevant products with high diastereoselectivity. Depending on electronic and structural parameters, the reaction can be coupled with a 1,3-allylic shift, thus the valence isomer of the Ireland–Claisen product is formed.

Site-Selective α-Alkoxyl Alkynation of Alkyl Esters Mediated by Boryl Radicals

Guo, Ao,Han, Jia-Bin,Zhu, Lei,Wei, Yin,Tang, Xiang-Ying

supporting information, p. 2927 - 2931 (2019/04/17)

A novel method for site-selective C-H functionalization of ethyl acetate mediated by pyridine-boryl radicals is presented, delivering a variety of 4-phenylbut-3-yn-2-yl acetate derivatives under mild conditions. A distinguishing feature of this reaction i

Copper-Catalyzed Highly Stereoselective Trifluoromethylation and Difluoroalkylation of Secondary Propargyl Sulfonates

Gao, Xing,Xiao, Yu-Lan,Wan, Xiaolong,Zhang, Xingang

supporting information, p. 3187 - 3191 (2018/02/26)

It is challenging to stereoselectively introduce a trifluoromethyl group (CF3) into organic molecules. To date, only limited strategies involving direct asymmetric trifluoromethylation have been reported. Herein, we describe a new strategy for direct asymmetric trifluoromethylation through the copper-catalyzed stereospecific trifluoromethylation of optically active secondary propargyl sulfonates. The reaction enables propargylic trifluoromethylation with high regioselectivity and stereoselectivity. The reaction could also be extended to stereospecific propargylic difluoroalkylation. Transformations of the resulting enantiomerically enriched fluoroalkylated alkynes led to a variety of chiral fluoroalkylated compounds, thus providing a useful protocol for applications in the synthesis of fluorinated complexes.

Synthesis of Chiral α,β-Unsaturated γ-Amino Esters via Pd-Catalyzed Asymmetric Allylic Amination

Xia, Chao,Shen, Jiefeng,Liu, Delong,Zhang, Wanbin

, p. 4251 - 4254 (2017/08/23)

A Pd-catalyzed asymmetric allylic amination of 4-substituted 2-acetoxybut-3-enoates with amines has been developed for the regiospecific synthesis of chiral α,β-unsaturated γ-amino esters. The desired chiral aminated products can be obtained in up to 98%

Process route upstream and downstream products

Process route

acetic anhydride
108-24-7

acetic anhydride

(E)-benzalacetone
1896-62-4

(E)-benzalacetone

4-phenylbut-2-yl acetate
10415-88-0

4-phenylbut-2-yl acetate

(rac)-(E)-2-acetoxy-4-phenylbut-3-ene
82045-04-3

(rac)-(E)-2-acetoxy-4-phenylbut-3-ene

Conditions
Conditions Yield
(E)-benzalacetone; With (triphenylphosphine)copper(I) hydride hexamer; hydrogen; Dimethyl(phenyl)phosphine; In tert-butyl alcohol; benzene; at 20 ℃; for 18h; under 25857.4 Torr;
acetic anhydride; With pyridine; In tert-butyl alcohol; benzene; at 0 - 20 ℃; Title compound not separated from byproducts;
2-acetoxy-3-butene
6737-11-7

2-acetoxy-3-butene

diphenylantimony(III) chloride
2629-47-2

diphenylantimony(III) chloride

(rac)-(E)-2-acetoxy-4-phenylbut-3-ene
82045-04-3

(rac)-(E)-2-acetoxy-4-phenylbut-3-ene

Conditions
Conditions Yield
With palladium diacetate; In acetonitrile; at 25 ℃; for 10h; Yields of byproduct given;
63%
(furan-2-yloxy)-trimethylsilane
61550-02-5

(furan-2-yloxy)-trimethylsilane

(rac)-(E)-2-acetoxy-4-phenylbut-3-ene
82045-04-3

(rac)-(E)-2-acetoxy-4-phenylbut-3-ene

(-)-(R)-(E)-3-(4-phenylbut-3-en-2-yl)furan-2(5H)-one
1380438-76-5

(-)-(R)-(E)-3-(4-phenylbut-3-en-2-yl)furan-2(5H)-one

Conditions
Conditions Yield
(furan-2-yloxy)-trimethylsilane; With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; In dichloromethane; at 20 ℃; for 0.25h; Inert atmosphere;
(rac)-(E)-2-acetoxy-4-phenylbut-3-ene; In dichloromethane; at 0 ℃; for 0.5h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Resolution of racemate;
43%
47%
(furan-2-yloxy)-trimethylsilane
61550-02-5

(furan-2-yloxy)-trimethylsilane

(rac)-(E)-2-acetoxy-4-phenylbut-3-ene
82045-04-3

(rac)-(E)-2-acetoxy-4-phenylbut-3-ene

(+)-(E)-5-(4-phenylbut-3-en-2-yl)furan-2(5H)-one

(+)-(E)-5-(4-phenylbut-3-en-2-yl)furan-2(5H)-one

(-)-(R)-(E)-3-(4-phenylbut-3-en-2-yl)furan-2(5H)-one
1380438-76-5

(-)-(R)-(E)-3-(4-phenylbut-3-en-2-yl)furan-2(5H)-one

(+)-(S)-(E)-3-(4-phenylbut-3-en-2-yl)furan-2(5H)-one
1398400-07-1

(+)-(S)-(E)-3-(4-phenylbut-3-en-2-yl)furan-2(5H)-one

Conditions
Conditions Yield
(furan-2-yloxy)-trimethylsilane; With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; In dichloromethane; at 20 ℃; for 0.25h; Inert atmosphere;
(rac)-(E)-2-acetoxy-4-phenylbut-3-ene; In dichloromethane; at 20 ℃; for 24h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Resolution of racemate;
ethyl (E)-1-phenylbut-1-en-3-ol
36004-04-3

ethyl (E)-1-phenylbut-1-en-3-ol

acetyl chloride
75-36-5

acetyl chloride

(rac)-(E)-2-acetoxy-4-phenylbut-3-ene
82045-04-3

(rac)-(E)-2-acetoxy-4-phenylbut-3-ene

Conditions
Conditions Yield
With triethylamine; In diethyl ether; at 20 ℃; for 2h;
99%
With pyridine; In diethyl ether; at 20 ℃; for 24h; Cooling with ice;
96%
With dmap; triethylamine; In diethyl ether; Ambient temperature; 2-3 h;
84%
With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃;
75%
(rac)-(E)-2-acetoxy-4-phenylbut-3-ene
82045-04-3

(rac)-(E)-2-acetoxy-4-phenylbut-3-ene

(2R,3E)-4-phenyl-3-buten-2-ol
62413-47-2

(2R,3E)-4-phenyl-3-buten-2-ol

Conditions
Conditions Yield
With Lecitase Ultra immobilized on cyanogen bromide-activated agarose; In aq. phosphate buffer; acetone; for 24h; pH=7.2; Reagent/catalyst; enantioselective reaction; Resolution of racemate; Enzymatic reaction;
99% ee
90% ee
iodobenzene
591-50-4

iodobenzene

2-acetoxy-3-butene
6737-11-7

2-acetoxy-3-butene

(rac)-(E)-2-acetoxy-4-phenylbut-3-ene
82045-04-3

(rac)-(E)-2-acetoxy-4-phenylbut-3-ene

Conditions
Conditions Yield
With air; palladium diacetate; silver carbonate; In benzene; for 12h; stereoselective reaction; Reflux;
45%
4-phenylbut-3-en-2-ol
17488-65-2

4-phenylbut-3-en-2-ol

acetyl chloride
75-36-5

acetyl chloride

(rac)-(E)-2-acetoxy-4-phenylbut-3-ene
82045-04-3

(rac)-(E)-2-acetoxy-4-phenylbut-3-ene

Conditions
Conditions Yield
With n-butyllithium; In tetrahydrofuran; at -70 ℃;
ethyl (E)-1-phenylbut-1-en-3-ol
36004-04-3

ethyl (E)-1-phenylbut-1-en-3-ol

acetic anhydride
108-24-7

acetic anhydride

(2R,3E)-4-phenyl-3-buten-2-ol
62413-47-2

(2R,3E)-4-phenyl-3-buten-2-ol

Conditions
Conditions Yield
With triethylamine; (+)-Fe-C5Ph5-DMAP; In tert-Amyl alcohol; at 0 ℃; for 15h; Title compound not separated from byproducts.;
acetic anhydride
108-24-7

acetic anhydride

(E)-benzalacetone
1896-62-4

(E)-benzalacetone

(2R,3E)-4-phenyl-3-buten-2-ol
62413-47-2

(2R,3E)-4-phenyl-3-buten-2-ol

(R,E)-4-phenyl-3-buten-2-yl acetate
84519-63-1

(R,E)-4-phenyl-3-buten-2-yl acetate

Conditions
Conditions Yield
(E)-benzalacetone; With potassium hydroxide; hydrogen; diamine(ether-phosphine)ruthenium(II); In isopropyl alcohol; at 40 ℃; for 3h; under 1875.15 Torr;
acetic anhydride; In pyridine; at 20 ℃;
With novozyme 435; In phosphate buffer; toluene; at 40 ℃; for 1h; pH=6;

Global suppliers and manufacturers

Global( 0) Suppliers
  • Company Name
  • Business Type
  • Contact Tel
  • Emails
  • Main Products
  • Country
close
Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 82045-04-3
Post Buying Request Now
close
Remarks: The blank with*must be completed