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ChemicalBook CAS DataBase List CYSTEINE(4-METHOXYTRITYL)-OH
177582-20-6

CYSTEINE(4-METHOXYTRITYL)-OH synthesis

3synthesis methods
-

Yield:177582-20-6 95%

Reaction Conditions:

with choline chloride;urea in trifluoroacetic acid at 25; for 2 h;

Steps:

4.3. Synthesis of S-trityl-L-cysteine thioethers 5a-c. General procedure in DES

General procedure: L-Cysteine hydrochloride (0.5 mmol), alcohol 3c or 3e or 3i (0.5 mmol) and 0.2 mL of trifluoroacetic acid (TFA) were sequentially added to the eutectic mixture ChCl/urea (1.0 g) at roomtemperature under air. After stirring for 2 h at room temperature,2 mL of water were added. An aqueous NaOH solution (4 N) wasthen added dropwise inwater up to a pH of about 5e6. The reaction mixture was extracted three times with EtOAc (5 mL 3). Theresulting organic phase was dried (Na2SO4), filtered, and the volatileswere removed under reduced pressure. The residue was purifiedby flash chromatography (CH2Cl2/CH3OH 9:1) to provide the desired product 5a-

References:

Quivelli, Andrea F.;D'Addato, Giovanna;Vitale, Paola;García-álvarez, Joaquín;Perna, Filippo M.;Capriati, Vito [Tetrahedron,2021,vol. 81]

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