Methyl 2-hydroxy-4-methylpentanoate

Base Information

• Chemical Name: Methyl 2-hydroxy-4-methylpentanoate
• CAS No.: 40348-72-9
• Molecular Formula: C7H14O3
• Molecular Weight: 146.186
• European Community (EC) Number: 254-883-4
• UNII: G89113PPP5
• DSSTox Substance ID: DTXSID60865995
• Nikkaji Number: J127.946G
• Wikidata: Q27278924
• Metabolomics Workbench ID: 47286
• Mol file: 40348-72-9.mol

Synonyms:Methyl 2-hydroxy-4-methylpentanoate;40348-72-9;Methyl 2-hydroxy-4-methylvalerate;Methyl DL-Leucate;Methyl 2-hydroxyisocaproate;Valeric acid, 2-hydroxy-4-methyl-, methyl ester;Pentanoic acid, 2-hydroxy-4-methyl-, methyl ester;FEMA No. 3706;UNII-G89113PPP5;G89113PPP5;methyl 2-hydroxy-4-methyl valerate;EINECS 254-883-4;2-hydroxy-4-methylpentanoic acid methyl ester;methyl leucate;SCHEMBL1566456;FEMA 3706;Methyl2-hydroxy-4-methylvalerate;DTXSID60865995;CHEBI:169035;LMFA07010959;MFCD16693832;AKOS011495548;Methyl 2-hydroxy-4-methylpentanoate #;CS-15461;HY-22167;CS-0033017;FT-0719400;EN300-80234;C13521;(+/-)-METHYL 2-HYDROXY-4-METHYLPENTANOATE;METHYL 2-HYDROXY-4-METHYLPENTANOATE [FHFI];METHYL 2-HYDROXY-4-METHYLPENTANOATE-(+/-)-;Q27278924;F8889-5954;Z965047572

Chemical Property of Methyl 2-hydroxy-4-methylpentanoate

Chemical Property:

• Appearance/Colour: Colourless liquid with sweet, fruity, musty odour
• Vapor Pressure: 0.247mmHg at 25°C
• Refractive Index: 1.43
• Boiling Point: 181.6 °C at 760 mmHg
• PKA: 13.07±0.20(Predicted)
• Flash Point: 65.6 °C
• PSA: 46.53000
• Density: 1.002 g/cm³
• LogP: 0.56640
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 146.094294304
• Heavy Atom Count: 10
• Complexity: 109

Purity/Quality:

99% ^*data from raw suppliers

methyl2-hydroxy-4-methylpentanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)OC)O
• Description: Methyl 2-hydroxy-4-methylpentanoate has a sweet, fruity, musty odor.

Technology Process of Methyl 2-hydroxy-4-methylpentanoate

There total 5 articles about Methyl 2-hydroxy-4-methylpentanoate 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: 30.5%

methanol (67-56-1) + Glycolaldehyde (141-46-8) + isobutyraldehyde (78-84-2) → 2-hydroxy-4-methylvaleric acid methyl ester (40348-72-9)

Guidance literature:

With Sn-BEA zeolite (Si/Sn=125); at 160 ℃; for 20h; Temperature; Sealed tube;

Reference yield:

Methyl glyoxylate (922-68-9) + isobutene (115-11-7,15220-85-6) → 2-hydroxy-4-methylvaleric acid methyl ester (40348-72-9)

Guidance literature:

With titanium(IV) dichlorodiisopropylate; 4 A molecular sieve; hydrogen; (R)-1,1'-Bi-2-naphthol; platinum(IV) oxide; Yield given. Multistep reaction; 1.) CH₂Cl₂, -30 deg C, 8 h, 2.) ethyl acetate, RT, 1 d;

Reference yield:

(1S,2S,6R,7R)-4-(1-Methoxymethoxy-3-methyl-butyl)-1,10,10-trimethyl-3-oxa-5-aza-tricyclo[5.2.1.02,6]dec-4-ene (89426-79-9) → 2-hydroxy-4-methylvaleric acid methyl ester (40348-72-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 4N H₂SO₄ / 24 h / Heating

With sulfuric acid;

DOI:10.1016/S0040-4039(01)91142-6

upstream raw materials:

diazomethane

(R)-2-hydroxy-4-methylpentanoic acid

Methyl glyoxylate

isobutene

Downstream raw materials:

L-2-(benzyloxy)-4-methylpentanoic acid

methyl (L-2-(benzyloxy)-4-methylpentanoyl)-L-alaninate

methyl L-2-(benzyloxy)-4-methylpentanoate

2-fluoro-4-methylpentanoic acid

Refernces

• 1、 Werardo, Giancarlo,Geatti, Paola,Gambi, Alberto. "Exploring the reaction of iodine with α-diazo esters". experimental part. p. 24 - 30. Retrieved 2009/07/26.
• 2、 Kelly, T. Ross,Arvanitis, Argyrios. "A SYNTHON FOR CHIRAL GLYCOLATE ENOLATE (ROC-HCOOR'): A CAMPHOR-BASED OXAZOLINE". . p. 39 - 42. Retrieved 2007/10/02.