methyl 3-(2-methoxycarbonylethylamino)propanoate synthesis

6synthesis methods

Product Name:methyl 3-(2-methoxycarbonylethylamino)propanoate
CAS Number:3518-85-2
Molecular formula:C8H15NO4
Molecular Weight:189.21

793-19-1 Synthesis

3-[BENZYL-(2-METHOXYCARBONYL-ETHYL)-AMINO]-PROPIONIC ACID METHYL ESTER

793-19-1
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methyl 3-(2-methoxycarbonylethylamino)propanoate

3518-85-2
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Yield:3518-85-2 96%

Reaction Conditions:

with 5%-palladium/activated carbon;hydrogen in methanol; under 760.051 Torr; for 20 h;

Steps:

7b Synthesis of dimethyl 3, 3'-iminodipropionate

Example 7b
Synthesis of dimethyl 3, 3'-iminodipropionate
The Michael adduct of benzyl amine and methyl acrylate (20 g, 71.6 mmol) in methanol (100 mL) and Palladium on charcoal (5% Pd/C, 100 mg) was stirred under hydrogen at atmospheric pressure for 20 hours.
The catalyst was filtered off and the filtrate was made free of any volatiles by rotary evaporation under reduced pressure at 50° C. to yield dimethyl iminodipropionate (13 g, 96%) as a pale yellow viscous liquid.
IR (cm^-1): 1728, 1838, 3330
¹H NMR (CDCl₃): δ 2.44 (t, 4H, J=4.8 Hz), 2.82 (t, 4H, J=4.8 Hz), 3.62 (s, 6H), 3.53 (s, 6H)

References:

US2017/274362,2017,A1 Location in patent:Paragraph 0080-0082