4-BOC-2-MORPHOLINECARBOXYLIC ACID Chemical Properties

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

Safety Information

Hazard Codes 

Xi

Risk Statements 

36-51

Safety Statements 

26

HS Code 

29334900

4-BOC-2-MORPHOLINECARBOXYLIC ACID Usage And Synthesis

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.

Uses

4-(1,1-Dimethylethyl) Ester 2,4-Morpholinedicarboxylic Acid is used in the preparation of potent and selective 3-phosphoinositide-dependent kinase 1 (PDK 1) inhibitors used in the treatment of multiple 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

4-BOC-2-MORPHOLINECARBOXYLIC ACID(189321-66-2)Related Product Information

• 2-HYDROXYMETHYL-4-BOC-MORPHOLINE
• (S)-N-Boc-2-morpholinecarboxylic acid
• (S)-N-Boc-2-Hydroxymethylmorpholine
• (S)-morpholine-2-carboxylic acid
• 3-(Methylamino)propanoic acid, N-BOC protected
• 2-Hydroxymethylmorpholine
• 2-MORPHOLINECARBOXYLIC ACID HCL
• (R)-4-(tert-Butoxycarbonyl)morpholine-2-carboxylic acid
• Acetic acid, [2-[[(1,1-dimethylethoxy)carbonyl]amino]ethoxy]- (9CI)
• 4-N-BOC-3-MORPHOLINECARBOXYLIC ACID
• MORFOLINE METHYLCARBAMATE
• 4-BOC-2-MORPHOLINECARBOXYLIC ACID
• 4-METHYL-MORPHOLINE-2-CARBOXYLIC ACID
• 2-(2-BOC-AMINOETHOXY)ETHANOL
• 4-BOC-2-MORPHOLINECARBALDEHYDE
• Propanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy- (9CI)
• 1-N-BOC-MORPHOLINE
• TERT-BUTYL ETHYL3-HYDROXYPROPYLCARBAMATE