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ChemicalBook CAS DataBase List Z-L-METHIONINE METHYL ESTER
56762-93-7

Z-L-METHIONINE METHYL ESTER synthesis

12synthesis methods
-

Yield: 61%

Reaction Conditions:

in tetrahydrofuran;hexane

Steps:

R.7 N-Benzyloxycarbonyl-L-methionine methyl ester STR42
REFERENCE EXAMPLE 7 N-Benzyloxycarbonyl-L-methionine methyl ester STR42 To a tetrahydrofuran solution (1 ml) of the compound prepared in Example 5 (146 mg, 0.45 mmol), were successively added dropwise at 0° C. under a nitrogen stream benzyl bromide (0.06 ml, 0.5 mmol) and a tetrahydrofuran solution of tetrabutyl ammonium fluoride (0.45 ml, 0.45 mmol). After the mixture was stirred for 1 hour at 0° C., it was treated as in Reference Example 6 and eluted with a 3:7 mixture of ether and hexane to give the titled compound in an amount of 91.2 mg (yield, 61% based on the starting materials used in Example 5). Appearance: colorless oil. IR spectrum (film, cm-1): 3348, 1726, 1532. Mass spectrum (m/z): 297 (M+), 238, 223, 162, 145. NMR spectrum (CDCl3, δ): 2.08(3H, s), 1.7-2.7(4H, m), 3.72(3H, s), 4.50(1H, m), 5.09(2H, s), 7.31(5H, s).

References:

Suntory Limited US4837349, 1989, A

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