ChemicalBook CAS DataBase List Oxamic acid

Oxamic acid synthesis

9synthesis methods

Product Name:Oxamic acid
CAS Number:471-47-6
Molecular formula:C2H3NO3
Molecular Weight:89.05

28276-08-6
31 suppliers
$426.30/100ml

METHYL(2S)-1-(1',2'-DIOXO-2'-METHOXYETHYL)-2-PYRROLIDINE-CARBOXYLATE

139419-63-9
9 suppliers
$262.00/500mg

471-47-6
112 suppliers
$14.14/1gm:

186268-77-9 Synthesis

METHYL(2S)-1-(1,2-DIOXO-3,3-DIMETHYPENTYL)-2-PYRROLIDINECARBOXYLATE

186268-77-9
25 suppliers
$257.00/500mg

Yield:186268-77-9 2.10 g (75%)

Reaction Conditions:

in tetrahydrofuran;hexane;

Steps:

1.2 Step 2:

Step 2: Synthesis of methyl (2S)-1-(1,2-dioxo-3,3-dimethylpentyl)-2-pyrrolidinecarboxylate A solution of methyl (2S)-1-(1,2-dioxo-2-methoxyethyl)-2-pyrrolidinecarboxylate (2.35 g; 10.90 mmol) in 30 mL of tetrahydrofuran (THF) was cooled to -78° C. and treated with 14.2 mL of a 1.0 M solution of 1,1-dimethylpropylmagnesium chloride in THF. After stirring the resulting homogeneous mixture at -78° C. for three hours, the mixture was poured into saturated ammonium chloride (100·mL) and extracted into ethyl acetate. The organic phase was washed with water, dried, and concentrated, and the crude material obtained upon removal of the solvent was purified on a silica gel column, eluding with 25% ethyl acetate in hexane, to obtain 2.10 g (75%) of the oxamate as a colorless oil. ¹H NMR (CDCl₃): d 0.88 (t, 3H), 1.22, 1.26 (s, 3H each), 1.75 (dm, 2H), 1.87-2.10 (m, 3H), 25 2.23 (m, 1H), 3.54 (m, 2H), 3.76 (s, 3H), 4.52 (dm, 1H, J=8.4, 3.4).

References:

US2010/317711,2010,A1

95-92-1 Synthesis