H-Glu(OMe)-OtBu synthesis

13synthesis methods

Product Name:H-Glu(OMe)-OtBu
CAS Number:79640-72-5
Molecular formula:C10H19NO4
Molecular Weight:217.26

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5-methyl L-2-aminoglutarate hydrochloride

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Yield: 51%

Reaction Conditions:

with perchloric acid at 20; for 72 h;

Steps:

Diesters 8 and 9. General procedure
General procedure: tert-Butylacetate (82 mL) was added to a solution of hydrochloride of methyl ester 6 or 7 (12.2 mmol) in 2.45 mL of 58 % HClO₄ at vigorous stirring. The mixture was stirred at room temperature for 72 h, then poured into cooled (5 °C) mixture of 270 mL of 10 %Na₂CO₃ solution and 40 mL of Et₂O. The organic layer was separated, the reaction products were extracted from the aqueous layer with Et₂O (2 × 70 mL). Combined organic layers were washed with 10 %solution of Na₂CO₃ (2 × 100 mL), dried over Na₂SO₄, and evaporated. The residue was purified by flashch romatography (eluent CH₂Cl₂-MeOH, 98 : 2).

References:

Gruzdev;Levit;Olshevskaya;Krasnov [Russian Journal of Organic Chemistry,2017,vol. 53,# 5,p. 769 - 776][Zh. Org. Khim.,2017,vol. 53,# 5,p. 756 - 762,7]

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