Pentanoic acid, 2-methyl-4-oxo-, methyl ester, (2S)- (9CI)

Base Information

• Chemical Name: Pentanoic acid, 2-methyl-4-oxo-, methyl ester, (2S)- (9CI)
• CAS No.: 440084-24-2
• Molecular Formula: C₇H₁₂O₃
• Molecular Weight: 144.17
• Mol file: 440084-24-2.mol

Synonyms:Pentanoic acid, 2-methyl-4-oxo-, methyl ester, (2S)- (9CI)

Chemical Property of Pentanoic acid, 2-methyl-4-oxo-, methyl ester, (2S)- (9CI)

Chemical Property:

• PSA: 43.37000
• LogP: 0.77460

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Pentanoic acid, 2-methyl-4-oxo-, methyl ester, (2S)- (9CI)

There total 12 articles about Pentanoic acid, 2-methyl-4-oxo-, methyl ester, (2S)- (9CI) 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: 80.0%

(2S)-(–)-2-methyl-4-oxopentanoic acid (148493-16-7) + methyl iodide (74-88-4) → (2S)-(–)-methyl 2-methyl-4-oxopentanoate (440084-24-2)

Guidance literature:

(2S)-(–)-2-methyl-4-oxopentanoic acid; With potassium carbonate; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;

methyl iodide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h;

DOI:10.1080/10242422.2018.1502274

Reference yield:

methyl 2-methyl-4-oxo-pentanoate (32811-25-9) → (2S)-(–)-methyl 2-methyl-4-oxopentanoate (440084-24-2) + (2S)-(–)-2-methyl-4-oxopentanoic acid (148493-16-7) + (2R)-(+)-methyl 2-methyl-4-oxopentanoate

Guidance literature:

With Porcine Pancreas Lipase; sodium sulfate; In aq. phosphate buffer; at 32 ℃; for 9h; pH=7.2; enantioselective reaction; Resolution of racemate; Enzymatic reaction;

DOI:10.1080/10242422.2018.1502274

Reference yield:

methyl 2-methyl-4-oxo-pentanoate (32811-25-9) → (2R)-(+)-2-methyl-4-oxopentanoic acid (614759-21-6) + (2S)-(–)-methyl 2-methyl-4-oxopentanoate (440084-24-2) + (2S)-(–)-2-methyl-4-oxopentanoic acid (148493-16-7) + (2R)-(+)-methyl 2-methyl-4-oxopentanoate

Guidance literature:

With Porcine Pancreas Lipase; sodium citrate; In aq. phosphate buffer; at 25 ℃; for 4h; pH=7.2; Reagent/catalyst; Temperature; Time; enantioselective reaction; Catalytic behavior; Resolution of racemate; Enzymatic reaction;

DOI:10.1080/10242422.2018.1502274

upstream raw materials:

tert-butyl acetoacetate

methyl (S)-2-[(trifluoromethanesulfonyl)oxy]propionate

(S)-2-Acetyl-3-methyl-succinic acid 1-tert-butyl ester 4-methyl ester

methyl-2-methylene-4-oxopentanoate

Downstream raw materials:

(2S)-(–)-2-methyl-4-oxopentanoic acid

Refernces

• 1、 Scholtes, Jan Felix,Trapp, Oliver. "Enantioselectivity Induced by Stereoselective Interlocking: A Novel Core Motif for Tropos Ligands". . p. 11707 - 11714. Retrieved 2019/08/16.
• 2、 Alexander, Matthew D.,Fontaine, Shaun D.,La Clair, James J.,DiPasquale, Antonio G.,Rheingold, Arnold L.,Burkart, Michael D.. "Synthesis of the mycolactone core by ring-closing metathesis". . p. 4602 - 4604. Retrieved 2007/10/03.