1-Boc-3-hydroxy-3-pyrrolidinedicarboxylic acid Methyl ester

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CAS:942190-61-6

1-Boc-3-hydroxy-3-pyrrolidinedicarboxylic acid Methyl ester manufacturers

1-Boc-3-hydroxy-3-pyrrolidinedicarboxylic acid Methyl ester Basic information
Product Name:1-Boc-3-hydroxy-3-pyrrolidinedicarboxylic acid Methyl ester
Synonyms:1-tert-Butyl 3-Methyl 3-hydroxypyrrolidine-1,3-dicarboxylate;1-O-tert-butyl 3-O-methyl 3-hydroxypyrrolidine-1,3-dicarboxylate;1,3-Pyrrolidinedicarboxylic acid,3-hydroxy-,1-(1,1-dimethylethyl) 3-methyl ester;Methyl 1-Boc-3-hydroxypyrrolidine-3-carboxylate;1-Boc-3-hydroxy-3-pyrrolidinedicarboxylic acid Methyl ester;1-Boc-3-hydroxypyrrolidine-3-carboxylic acid methyl ester;Methyl 1-Boc-3-hydroxypyrrolidine-3-carboxylate - [M12685]
CAS:942190-61-6
MF:C11H19NO5
MW:245.27
EINECS:
Product Categories:
Mol File:942190-61-6.mol
1-Boc-3-hydroxy-3-pyrrolidinedicarboxylic acid Methyl ester Structure
1-Boc-3-hydroxy-3-pyrrolidinedicarboxylic acid Methyl ester Chemical Properties
Melting point 71 - 73°C
Boiling point 314.5±42.0 °C(Predicted)
density 1.226±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
pka12.57±0.20(Predicted)
color Off-White to Pale Brown
InChIInChI=1S/C11H19NO5/c1-10(2,3)17-9(14)12-6-5-11(15,7-12)8(13)16-4/h15H,5-7H2,1-4H3
InChIKeyALAIMDFVDAWVMO-UHFFFAOYSA-N
SMILESN1(C(OC(C)(C)C)=O)CCC(O)(C(OC)=O)C1
CAS DataBase Reference942190-61-6
Safety Information
MSDS Information
1-Boc-3-hydroxy-3-pyrrolidinedicarboxylic acid Methyl ester Usage And Synthesis
Uses1-tert-Butyl-3-Methyl 3-Hydroxypyrrolidine-1,3-Dicarboxylate can be used as LRRK2 inhibitors to treat diseases in which LRRK2 kinase is involved.
Synthesis
Methanol

67-56-1

Di-tert-butyl dicarbonate

24424-99-5

1-Boc-3-hydroxy-3-pyrrolidinedicarboxylic acid Methyl ester

942190-61-6

A mixture of compound 2W (5.3 g, 25 mmol), methanol (50 ml) and dioxane solution of 4N HCl (10 ml) was placed in a sealed tube and the reaction was heated at 70°C overnight. Upon completion of the reaction, the reaction mixture was concentrated, followed by addition of tetrahydrofuran (20 ml), dichloromethane (50 ml), triethylamine (16 ml) and di-tert-butyl dicarbonate (11 g). The mixture was stirred at room temperature overnight and then concentrated. The concentrated residue was diluted with ether (200 ml) and washed with deionized water (100 ml). The organic layer was separated, dried with anhydrous sodium sulfate, filtered and concentrated again. Finally, the residue was purified by silica gel column chromatography using 1:1 (v/v) ethyl acetate/hexanes and 2:1 (v/v) ethyl acetate/hexanes sequentially as eluent to give the target product 3W (4.35 g, 71% yield).

References[1] Patent: WO2007/70398, 2007, A1. Location in patent: Page/Page column 440
1-Boc-3-hydroxy-3-pyrrolidinedicarboxylic acid Methyl ester Preparation Products And Raw materials
Raw materialstert-butyl 3-cyano-3-hydroxypyrrolidine-1-carboxylate-->Methanol-->Di-tert-butyl dicarbonate-->Triethylamine-->Hydrochloric acid-->Tetrahydrofuran-->Dichloromethane-->1,4-Dioxane
Tag:1-Boc-3-hydroxy-3-pyrrolidinedicarboxylic acid Methyl ester(942190-61-6) Related Product Information

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