(E)-3,7-DiMethyl-2-octenoic Acid Ethyl Ester

Base Information

• Chemical Name: (E)-3,7-DiMethyl-2-octenoic Acid Ethyl Ester
• CAS No.: 59060-59-2
• Molecular Formula: C₁₂H₂₂O₂
• Molecular Weight: 198.305
• Mol file: 59060-59-2.mol

Synonyms:trans-ethyl 3,7-dimethyl-2-octenoate

Chemical Property of (E)-3,7-DiMethyl-2-octenoic Acid Ethyl Ester

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

(E)-3,7-Dimethyl-2-octenoicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: (E)-3,7-Dimethyl-2-octenoic Acid Ethyl Ester, is a building block used in the synthesis of pharmaceutical products. It is used in the preparation of bacterial carotenoids.

Technology Process of (E)-3,7-DiMethyl-2-octenoic Acid Ethyl Ester

There total 7 articles about (E)-3,7-DiMethyl-2-octenoic Acid Ethyl Ester 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: 70.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 6-methylheptan-2-one (928-68-7) → trans-ethyl 3,7-dimethyl-2-octenoate (59060-59-2)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; paraffin oil; at 0 ℃; for 0.5h; Inert atmosphere;

6-methylheptan-2-one; In tetrahydrofuran; paraffin oil; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.201906753

Reference yield:

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 6-methylheptan-2-one (928-68-7) → cis-ethyl 3,7-dimethyl-2-octenoate (81419-52-5) + trans-ethyl 3,7-dimethyl-2-octenoate (59060-59-2)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

6-methylheptan-2-one; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 18.25h;

DOI:10.1021/acs.joc.6b01759

Reference yield:

i-pentyl bromide (107-82-4) → cis-ethyl 3,7-dimethyl-2-octenoate (81419-52-5) + trans-ethyl 3,7-dimethyl-2-octenoate (59060-59-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / acetone / 20 h / Reflux

2.1: potassium hydroxide / ethanol; water / 3 h / Reflux

3.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 °C

3.2: 20 h / -78 °C

With n-butyllithium; potassium carbonate; diisopropylamine; potassium hydroxide; In tetrahydrofuran; ethanol; hexane; water; acetone;

DOI:10.1002/anie.201711142

upstream raw materials:

6-methylheptan-2-one

diethoxyphosphoryl-acetic acid ethyl ester

i-pentyl bromide

ethyl 2-acetyl-5-methylhexanoate

Downstream raw materials:

(+/-)-cedrene

epizonarene