1-{[Benzyloxycarbonyl-(2-methoxycarbonyl-ethyl)-amino]-methyl}- cyclopropanecarboxylic acid ethyl ester

.

 

 Step 1. To a stirred solution of compound 2 as shown below (2.2 g, 15.37 mmol) compd 2

 in THF (25 mL), was
added methyl acrylate (1.39 g, 16.14 mmol) dropwise at 0 °C and the mixture slowly
warmed to room temperature. After stirring for 3 h at this temperature, no starting material
remained as indicated by TLC. The reaction mixture was diluted with cold water (40 mL)
and extracted with ethyl acetate (3 × 20 mL). The combined organic layers were washed
with water (2 × 50 mL), dried over anhydrous Na2SO4 and concentrated at 40 °C under
vacuum to give 1-[(2-methoxycarbonyl-ethylamino)-methyl]-cyclopropanecarboxylic acid
ethyl ester (3) as a liquid (2.61 g, yield 74%). The crude material was used directly for the
next reaction.


 Step 2. To a stirred solution of compound 3 (2.5 g, 10.91 mmol) in dichloromethane
(25 mL), was added triethylamine (1.66 g, 16.37 mmol) at 0 °C followed by the addition of
benzyl chloroformate (2.04g, 12.01 mmol).The mixture was stirred at 0–5 °C and the
reaction monitored by TLC. After 3 h, the starting material had disappeared and the reaction
was quenched in ice water (50 mL). The product was extracted with ethyl acetate (3 x 25
mL). The organic layers were collected, combined, washed with cold water (2 × 25 mL),
dried over anhydrous Na2SO4 and concentrated at 40 °C under vacuum to give the title
compound (3.17 g, yield 80%);

 1H-NMR (DMSO-d6, 300 MHz): δ 0.8–1.0 (m, 2H, 2 × CHc-propyl), 1.0–1.2 (m, 5H, 2 × CH c-propyl and CH3CH2O-), 2.45–2.55 (m, 2H,CH2CO2Me), 3.5–3.65 (m, 7H, 4 × CH N-methylene and CH3O-), 3.95–4.10 (m, 2H,CH3CH2O-), 5.06 (s, 2H, 2 × benzylic methylene), 7.3–7.5 (m, 5H, 5 × CH arom);

MS (CI):364.1 (M+1, 100%); Elemental Analysis found: C, 62.53; H, 6.90; N, 4.04 C19H25NO6
Requires C, 62.80; H, 6.93; N, 3.85.

सुकून उतना ही देना प्रभू, जितने से जिंदगी चल जाये।औकात बस इतनी देना,कि औरों का भला हो जाये।...........

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body or the company that I represent.

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