ChemicalBook CAS DataBase List Methyl (S)-(-)-lactate

Methyl (S)-(-)-lactate synthesis

9synthesis methods

Product Name:Methyl (S)-(-)-lactate
CAS Number:27871-49-4
Molecular formula:C4H8O3
Molecular Weight:104.1

67-56-1 Synthesis

67-56-1
740 suppliers
$7.29/5ml-f

4511-42-6 Synthesis

4511-42-6
261 suppliers
$16.80/5G

27871-49-4
272 suppliers
$8.00/25g

Yield:27871-49-4 100 %Spectr.

Reaction Conditions:

with dibutylmagnesium in hexane;dichloromethane at 20; for 0.5 h;Schlenk technique;Inert atmosphere;Green chemistry;

Steps:

Ring-opening alcoholysis mediated by Mg(OMe)₂ (1) catalyst
General procedure: The monomer, i.e., l-LA(0.72 g, 5 mmol), in CH₂Cl₂ (10 mL) and MeOH (0.81 mL, 20mmol) were placed in a Schlenk flask and stirred for 10 min, and then MgBu₂(0.1 mL of 1.0 M solution in hexane, 0.1 mmol) was added dropwise. Standard molar ratios of reagents: [MgBu₂]/[l-LA]/[ROH]= 1/50/200. The reaction mixture was vigorously stirred at room temperature and at certain time intervals aliquots of about 1 mL were taken, quenched with one drop of acetic acid, dried under vacuum, and analyzed using ¹H NMR spectroscopy and mass spectrometry.

References:

Bykowski, Dominik;Grala, Agnieszka;Sobota, Piotr [Tetrahedron Letters,2014,vol. 55,# 38,p. 5286 - 5289] Location in patent:supporting information

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600-22-6 Synthesis