| Identification | Back Directory | [Name]
4-BOC-2-MORPHOLINECARBOXYLIC ACID | [CAS]
189321-66-2 | [Synonyms]
BOC-COP
BOC-COP-OH
Boc-(R,S)-Cop-OH
RARECHEM EM WB 0087
Boc-2-carboxymorpholine
BOC-(R,S)-2-CARBOXYMORPHOLINE
(R,S)-BOC-2-CARBOXYMORPHOLINE
N-Boc-2-morpholinecarboxylic acid
4-BOC-2-MORPHOLINECARBOXYLIC ACID
Boc-(R,S)-2-carboxymorpholine≥ 98% (NMR)
N-Boc-Morpholine-2-carboxylic acid, 95+%
Morpholine-2-carboxylic acid, N-BOC protected
Morpholine-2-carboxylic acid, N-BOC protected 95+%
Morpholine-2,4-dicarboxylic acid 4-tert-butyl ester
4-(TERT-BUTOXYCARBONYL)MORPHOLINE-2-CARBOXYLIC ACID
4-(1,1-Dimethylethyl) Ester 2,4-Morpholinedicarboxylic Acid
2,4-Morpholinedicarboxylic acid, 4-(1,1-dimethylethyl) ester
4-[(2-methylpropan-2-yl)oxycarbonyl]morpholine-2-carboxylic acid | [Molecular Formula]
C10H17NO5 | [MDL Number]
MFCD01321006 | [MOL File]
189321-66-2.mol | [Molecular Weight]
231.25 |
| Chemical Properties | Back Directory | [Melting point ]
>139oC (dec.) | [Boiling point ]
369.5±42.0 °C(Predicted) | [density ]
1.230±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
DMSO (Slightly), Ethyl Acetate (Slightly, Heated) | [form ]
Solid | [pka]
3.25±0.20(Predicted) | [color ]
Off-White to Pale Beige | [InChI]
InChI=1S/C10H17NO5/c1-10(2,3)16-9(14)11-4-5-15-7(6-11)8(12)13/h7H,4-6H2,1-3H3,(H,12,13) | [InChIKey]
LGWMTRPJZFEWCX-UHFFFAOYSA-N | [SMILES]
N1(C(OC(C)(C)C)=O)CCOC(C(O)=O)C1 |
| Hazard Information | Back Directory | [Chemical Properties]
4-BOC-2-MORPHOLINECARBOXYLIC ACID is white to off-white powder
| [Uses]
4-BOC-2-MORPHOLINECARBOXYLIC ACID is used in the preparation of potent and selective 3-phosphoinositide-dependent kinase 1 (PDK 1) inhibitors used in the treatment of multipl e myelomas.
| [Synthesis]
Methyl 4-(tert-butoxycarbonyl)morpholine-2-carboxylate (251 mg, 1.02 mmol) was used as a raw material and dissolved in methanol (15 mL). To this solution was added 1 mol/L aqueous potassium hydroxide solution (3 mL). The reaction mixture was stirred at room temperature for 8 hours. Upon completion of the reaction, water was added to the mixture and the pH was adjusted with 5% aqueous citric acid solution. subsequently, the reaction mixture was extracted with ethyl acetate. The organic phase was washed with saturated brine and dried with anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give 219 mg (93% yield) of the target product 4-Boc-2-morpholinecarboxylic acid as a colorless powder. The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ1.40 (9H, s), 2.70 (1H, dd, J=41.6,15.3 Hz), 3.03-3.09 (1H, m), 3.43-3.54 (2H, m), 3.78 (1H, m), 3.85 (1H, dt, J=11.6,3.7 Hz), 4.04 (1H, dd, J=8.6,3.7Hz), 12.73 (1H, brs). | [References]
[1] Patent: EP1780210, 2007, A1. Location in patent: Page/Page column 58 |
|
|