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23294-83-9

(R,R)-Tartaric Acid Monomethyl Ester Diacetate synthesis

2synthesis methods
-

Yield:23294-83-9 97%

Reaction Conditions:

at 20; for 0.5 h;

Steps:

Preparation of (2R,3R)-2,3-Diacetoxy-4-methoxy-4-oxobutanoic acid

Preparation of (2R,3R)-2,3-Diacetoxy-4-methoxy-4-oxobutanoic acid
A mixture of (3R,4R)-2,5-dioxotetrahydrofuran-3,4-diyl diacetate (5.66 g, 26.2 mmol) in methanol (26 mL) was stirred at room temperature for 30 min.
After this time, the mixture was concentrated to dryness to provide (2R,3R)-2,3-diacetoxy-4-methoxy-4-oxobutanoic acid (6.30 g, 97%): 1H NMR (300 MHz, DMSO-d6) δ 5.63 (d, J=2.9 Hz, 1H), 5.52 (d, J=2.9 Hz, 1H), 3.70 (s, 3H), 2.12 (s, 3H), 2.10 (s, 3H), CO2H proton not observed.

References:

US2016/326182,2016,A1 Location in patent:Paragraph 0669; 0670