반응 #712702

반응 방정식

benzyl 2-(4-methylpiperazin-1-yl)-2-phenylacetate

methanol

methanol

hydrogen

phenylacetic acid

→

(R)-2-(Methoxycarbonylamino)-2-phenylacetic acid

반응 조건

후처리

1. 1
   기타Immediately after the completion of the reaction
2. 2
   여과the catalyst was filtered through diatomaceous earth (CELITE®)
3. 3
   농축the filtrate was concentrated in vacuo
4. 4
   기타to provide Cap-7
5. 5
   기타theoretical yield)
6. 6
   기타The product was used for the next step without further purification
7. 7
   기타RT=0.31 (Condition II)

실험 절차

A methanol (10 mL) solution of either stereoisomer of benzyl 2-(4-methylpiperazin-1-yl)-2-phenylacetate (1.0 g, 3.1 mmol) was added to a suspension of 10% Pd/C (120 mg) in methanol (5.0 mL). The reaction mixture was exposed to a balloon of hydrogen, under a careful monitoring, for <50 minutes. Immediately after the completion of the reaction, the catalyst was filtered through diatomaceous earth (CELITE®) and the filtrate was concentrated in vacuo to provide Cap-7, contaminated with phenylacetic acid as a tan foam (867.6 mg; mass is above the theoretical yield). The product was used for the next step without further purification. 1H NMR (DMSO-d6, δ=2.5, 500 MHz) δ 7.44-7.37 (m, 2H), 7.37-7.24 (m, 3H), 3.92 (s, 1H), 2.63-2.48 (app. br s, 2H), 2.48-2.32 (m, 6H), 2.19 (s, 3H); RT=0.31 (Condition II); >90% homogeneity index; LC-MS: Anal. Calcd. for [M+H]+ C13H19N2O2: 235.14. found 235.15; HRMS: Anal. Calcd. for [M+H]+ C13H19N2O2: 235.1447. found 235.1440.

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