Heptanoic acid, 3-methyl-, methyl ester, (S)-

Base Information

• Chemical Name: Heptanoic acid, 3-methyl-, methyl ester, (S)-
• CAS No.: 99439-79-9
• Molecular Formula: C9H18O2
• Molecular Weight: 158.241
• Mol file: 99439-79-9.mol

Synonyms:(S)-3-Methyl-heptansaeure-methylester;(S)-METHYL-3-METHYLHEPTANOATE;(S)-methyl 3-methylheptanoate;(S)-3-methyl-heptanoic acid methyl ester;

Chemical Property of Heptanoic acid, 3-methyl-, methyl ester, (S)-

Chemical Property:

• Boiling Point: 176.5±8.0 °C(Predicted)
• PSA: 26.30000
• Density: 0.874±0.06 g/cm3(Predicted)
• LogP: 2.37580

Purity/Quality:

≥99% ^*data from raw suppliers

(3S)-3-Methyl-methylesterHeptanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: (3S)-3-Methyl-methylester Heptanoic Acid is used as a reagent in the synthesis of stereoisomers of 5,9-dimethylheptadecane, the major sex pheromone component secreted by female moths of the mountain-ash bentwing (Leucoptera scitella).

Technology Process of Heptanoic acid, 3-methyl-, methyl ester, (S)-

There total 9 articles about Heptanoic acid, 3-methyl-, methyl ester, (S)- 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: 86.0%

n-butyl magnesium bromide (693-03-8) + crotonic acid methyl ester (623-43-8) → (S)-(-)-methyl 3-methylheptanoate (99439-79-9)

Guidance literature:

n-butyl magnesium bromide; With copper(l) iodide; (R)-tol-BINAP; In diethyl ether; dichloromethane; tert-butyl methyl ether; at -40 ℃; for 0.25h; Inert atmosphere;

crotonic acid methyl ester; In diethyl ether; dichloromethane; tert-butyl methyl ether; at -40 ℃; for 11h; optical yield given as %de; Inert atmosphere;

DOI:10.1002/asia.201000663

Reference yield: 82.0%

(S)-2-(1-methylpentyl)malonic acid dimethyl ester (1393538-40-3) → (S)-(-)-methyl 3-methylheptanoate (99439-79-9)

Guidance literature:

With water; lithium chloride; In dimethyl sulfoxide; at 170 - 180 ℃; for 3.5h;

DOI:10.1016/j.tetasy.2012.05.023

Reference yield: 81.0%

(E)-methyl 2-heptenoate (22104-69-4,66618-64-2,38693-91-3) + methylmagnesium bromide (75-16-1) → (S)-(-)-methyl 3-methylheptanoate (99439-79-9)

Guidance literature:

With copper(l) iodide; 1,1′-binaphthalene-2,2′-diylbis[bis(4-methylphenyl)phosphine]; In diethyl ether; tert-butyl methyl ether; at -20 ℃; for 2.5h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.200700567

upstream raw materials:

(S)-5-methoxy-3-methyl-5-oxopentanoic acid

butyric acid

n-butyl magnesium bromide

crotonic acid methyl ester

Downstream raw materials:

(-)-(S)-3-methylheptanoic acid

(R)-3-methylheptanal

(5S,9S)-5,9-Dimethylheptadecane

(S)-3-methylheptan-1-ol