ChemicalBook--->CAS DataBase List--->942190-61-6

942190-61-6

942190-61-6 Structure

942190-61-6 Structure
IdentificationBack Directory
[Name]

1-Boc-3-hydroxy-3-pyrrolidinedicarboxylic acid Methyl ester
[CAS]

942190-61-6
[Synonyms]

Methyl 1-Boc-3-hydroxypyrrolidine-3-carboxylate
1-Boc-3-hydroxy-3-pyrrolidinedicarboxylic acid Methyl ester
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
[Molecular Formula]

C12H19NO7
[MDL Number]

MFCD12400943
[MOL File]

942190-61-6.mol
[Molecular Weight]

289.282
Chemical PropertiesBack Directory
[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
[pka]

12.57±0.20(Predicted)
[color ]

Off-White to Pale Brown
[InChI]

InChI=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
[InChIKey]

ALAIMDFVDAWVMO-UHFFFAOYSA-N
[SMILES]

N1(C(OC(C)(C)C)=O)CCC(O)(C(OC)=O)C1
[CAS DataBase Reference]

942190-61-6
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335-H412
[Precautionary statements ]

P261-P273-P305+P351+P338
Hazard InformationBack Directory
[Uses]

1-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
Spectrum DetailBack Directory
[Spectrum Detail]

1-Boc-3-hydroxy-3-pyrrolidinedicarboxylic acid Methyl ester(942190-61-6)1HNMR
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