반응 #78248

반응 방정식

trans-N-Boc-4-hydroxy proline methyl ester

methanesulfonyl chloride

→

above-titled compound

Trans-N-Boc-4-methanesulfonyloxy-L-proline methyl ester

용매

DCM

반응 조건

후처리

1. 1
   기타at 0° C.
2. 2
   기타Insoluble material was removed by filtration
3. 3
   세척the organic layer washed with water
4. 4
   건조dried over MgSO4
5. 5
   기타evaporated in vacuo

실험 절차

To a solution of trans-N-Boc-4-hydroxy proline methyl ester (17.6 g) (0.072 mol) and TEA (12.5 mL) (0.09 mol) in 100 mL of DCM at 0° C. was slowly added methanesulfonyl chloride (7 mL) (0.09 mol). The temperature was allowed to warm to 20° C., and the mixture was stirred overnight. Insoluble material was removed by filtration and the organic layer washed with water, dried over MgSO4, and evaporated in vacuo to afford the above-titled compound as an oil which solidified upon standing (24 g). NMR(CDCl3, 200 MHz): 5.22 (1H, m), 4.32-4.5 (1H, m), 3.5-3.9 (5H, m), 3.05 (3H, s), 2.5-2.73 (1H, m), 2.15-2.35 (1H, m), 1.35-1.5 (9H).

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