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ChemicalBook CAS DataBase List (2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID
147266-92-0

(2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID synthesis

6synthesis methods
-

Yield:147266-92-0 90%

Reaction Conditions:

with sodium hydroxide in 1,4-dioxane at 0 - 20;

Steps:

1.A
Preparation 1: Methyl (25,45)-l-Boc-4-aminopyrrolidin-2-carboxyIate [285] Step A: (4/?)-l-Boc-4-hydroxy-L-proline [286] (4/?)-hydroxy-L-proline (5.08 g, 38.77 mmol) was dissolved in IN NaOH (40 ml) and 1,4-dioxane (40 ml), and to the resulting solution, di-t-butyl dicarbonate (9.3g, 42.6 mmol) was added dropwise at 00C. The reaction mixture was stirred at room tem? perature for 8 hours, concentrated in vacuo, acidified with IN HCl, and extracted with EtOAc. The organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated in vacuo to give the title compound (8.84g, 99 %).[287] MS[M+H] = 232 (M+l) [288] [289]

References:

LG LIFE SCIENCES LTD. WO2010/56022, 2010, A2 Location in patent:Page/Page column 21

FullText

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