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ChemicalBook CAS DataBase List (S)-1-Boc-3-methanesulfonyloxy-pyrrolidine
132945-75-6

(S)-1-Boc-3-methanesulfonyloxy-pyrrolidine synthesis

5synthesis methods
24424-99-5 Synthesis
Di-tert-butyl dicarbonate

24424-99-5
834 suppliers
$13.50/25G

118354-71-5 Synthesis
(S)-1-BENZYL-3-MESYLOXY PYRROLIDINE

118354-71-5
20 suppliers
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Yield:132945-75-6 96%

Reaction Conditions:

5%-palladium/activated carbon in methanol at 24; for 3 h;Product distribution / selectivity;

Steps:

1
Production Example 1: Production of (S)-1-(tert-butoxycarbonyl)-3-(methanesulfonyloxy)pyrrolidine; (S)-1-benzyl-3-(methanesulfonyloxy)pyrrolidine produced by the method described in Reference Example 1, in an amount of 1.39 g, was dissolved in 10 ml of methanol, and thereto were added 1.13 g of di t-butyl dicarbonate and 127 mg of 5% by weight palladium-carbon. Then the mixture was stirred in a hydrogen atmosphere under an ordinary pressure at 24°C for 3 hrs. After palladium was filtrated under reduced pressure, washing obtained using 30 ml of methanol was included. Thus obtained filtrate was concentrated under reduced pressure to give 1.37 g of the title compound as a pale yellow oily material (chemical purity: 90.9 area%, yield: 96%). The title compound could be obtained at an extremely high yield as compared with the case of Comparative Production Example 1.

References:

Kaneka Corporation EP2050735, 2009, A1 Location in patent:Page/Page column 19

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