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ChemicalBook CAS DataBase List (R)-1-Boc-3-hydroxypyrrolidine

(R)-1-Boc-3-hydroxypyrrolidine synthesis

11synthesis methods
24424-99-5 Synthesis
Di-tert-butyl dicarbonate

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

104706-47-0 Synthesis
(R)-(-)-3-Pyrrolidinol hydrochloride

104706-47-0
368 suppliers
$8.00/5g

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Yield:109431-87-0 99%

Reaction Conditions:

with triethylamine in dichloromethane at 0 - 20; for 0.12 h;

Steps:

1 Synthesis of tert-butyl (R)-3-hydroxypyrrolidine-1-carboxylate:

To a stirred solution of (R)-pyrrolidin-3-ol hydro chloride (3.0 g, 24.2 mmol) in DCM (30 ml), were added N(Et)3(10.2 ml, 72.8 mmol) and (Boc)20 (6 ml, 26.7 mmol) at 0 °C. The reaction mixture was allowed to stir at room temperature for about 12 hours. After 12 hours of stirring, saturated NH4C1 was added. The solution was extracted with EtOAc (2x60 mL). The combined organic phases were washed with brine, dried over Na2S04and concentrated under reduced pressure to give the crude product. Purification by flash chromatography with EtOAc-hexane (4: 6) as an eluent to afford the desired product (4.5 g, yield: 99%) as an oil.

References:

WO2017/17630,2017,A1 Location in patent:Page/Page column 36

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