2-Pentenoic acid,2-methyl-,(1S)-1-methylbutyl ester,(2E)-

Base Information

• Chemical Name: 2-Pentenoic acid,2-methyl-,(1S)-1-methylbutyl ester,(2E)-
• CAS No.: 80510-15-2
• Molecular Formula: C11H20O2
• Molecular Weight: 184.279
• Mol file: 80510-15-2.mol

Synonyms:DOMINICALURE;(S)-(+)-2'-pentyl (E)-2-methyl-2-pentenoate;(S)-1-methylbutyl (E)-2-methyl-2-pentenoate;(E)-(S)-(+)-1-methylbutyl 2-methyl-2-pentenoate;(S)-(+)-1-Methylbutyl (E)-2-methyl-2-pentenoate;(+)-(1S)-1-methylbutyl (2E)-2-methylpent-2-enoate;dominicalure-I;

Chemical Property of 2-Pentenoic acid,2-methyl-,(1S)-1-methylbutyl ester,(2E)-

Chemical Property:

• PSA: 26.30000
• LogP: 3.07450

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Pentenoic acid,2-methyl-,(1S)-1-methylbutyl ester,(2E)-

There total 3 articles about 2-Pentenoic acid,2-methyl-,(1S)-1-methylbutyl ester,(2E)- 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: 94.0%

(E)-2-methyl-2-pentenoyl chloride (83841-91-2,55764-37-9) + (S)-2-pentanol (26184-62-3) → (+)-(1S)-1-methylbutyl (2E)-2-methylpent-2-enoate (80510-15-2)

Guidance literature:

In pyridine; diethyl ether;

DOI:10.1007/BF02494932

Reference yield: 90.0%

methyl (2E)-2-methyl-2-pentenoate (1567-14-2) + (S)-2-pentanol (26184-62-3) → (+)-(1S)-1-methylbutyl (2E)-2-methylpent-2-enoate (80510-15-2)

Guidance literature:

With Lipase B from Candida antarctica (Novozym 435); In hexane; at 37 ℃; for 96h;

DOI:10.1080/00397911.2014.997368

Reference yield:

(S)-2-pentanol (26184-62-3) + 2-methylpent-2-enoic acid (16957-70-3) → (+)-(1S)-1-methylbutyl (2E)-2-methylpent-2-enoate (80510-15-2)

Guidance literature:

With oxalyl dichloride; Yield given. Multistep reaction; 1.) r. t., 1.25 h, 2.) r. t., 21.5 h;

DOI:10.1021/jo00037a049

upstream raw materials:

(E)-2-methyl-2-pentenoyl chloride

(S)-2-pentanol

2-methylpent-2-enoic acid

methyl (2E)-2-methyl-2-pentenoate

Refernces

• 1、 Das, Biswanath,Chowdhury, Nikhil,Banerjee, Joydeep,Majhi, Anjoy,Mahender, Gurram. "A facile Zn-mediated stereoselective synthesis of (E)- and (Z)-trisubstituted alkenes from Baylis-Hillman adducts in water and its application". . p. 358 - 359. Retrieved 2007/10/03.
• 2、 Ishmuratov,Kharisov,Botsman,Zorin,Tolstikov. "Synthesis of derivatives of (S)-2-alkanols, components of pheromones of Drosophila mulleri and Rhyzopertha dominica, from (S)-(+)-3,7-dimethylocta-1,6-diene". . p. 1899 - 1901. Retrieved 2007/10/03.