ChemicalBook CAS DataBase List DL-Homocysteine

DL-Homocysteine synthesis

5synthesis methods

Product Name:DL-Homocysteine
CAS Number:454-29-5
Molecular formula:C4H9NO2S
Molecular Weight:135.18

1192-20-7
23 suppliers
$45.00/10mg

454-29-5
224 suppliers
$25.00/10mg

462-10-2 Synthesis

462-10-2
95 suppliers
$9.00/5g

Yield:454-29-5 36 %Chromat. ，462-10-2 14 %Chromat.

Reaction Conditions:

with sodium sulfide;carbon dioxide in 1-methyl-pyrrolidin-2-one at 20 - 90; for 0.666667 h;

Steps:

3 EXAMPLE 3 Preparation of Homocysteine According to the Invention
EXAMPLE 3 Preparation of Homocysteine According to the Invention With the method of the invention, it is also possible to obtain the dimer of homocysteine (called homocystine). [0033] This example is carried out on a scale of 1 mmol of 2ABL in a pill box with magnetic stirring. The 2-ABL is placed in solution in 1.2 mL of NMP. CO₂bubbling is carried out at 20° C. for 10 mins, and then 10.8 mL of NMP and 3 equivalents of Na₂S are added. The reaction medium placed under stirring is gradually heated up to 90° C. After 30 mins, the medium is hydrolyzed by simple dilution in the HPLC solvent. [0034] These conditions allow formation of homocysteine and of its dimer. The best performances are obtained at a temperature of 90° C. [0035] After a reaction time of 30 mins, the reaction is completed. At a higher temperature and in the presence of 3 equivalents of Na₂S, homocystine is favored. Excess Na₂S accelerates dimerization of homocysteine. [0036] The following yields (HPLC) are obtained: Homocysteine 36% Homocystine 14% Diketopiperazine 2%

References:

ADISSEO FRANCE S.A.S.;Huet, Robert;Joerger, Jean-Michel;Henryon, Vivien US2013/184474, 2013, A1 Location in patent:Paragraph 0031; 0032; 0033; 0034; 0035; 0036

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