(2-HYDROXYETHYL)METHYLCARBAMIC ACID 1,1-DIMETHYLETHYL ESTER Chemical Properties

Boiling point:

120-126°C 4mm

Density 

1.037±0.06 g/cm3(Predicted)

refractive index 

1.4410 to 1.4460

storage temp. 

Sealed in dry,Store in freezer, under -20°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

14.67±0.10(Predicted)

form 

Liquid

color 

Colorless to pale yellow

Water Solubility 

Soluble in diochloromethane. Slightly soluble in water.

InChI

InChI=1S/C8H17NO3/c1-8(2,3)12-7(11)9(4)5-6-10/h10H,5-6H2,1-4H3

InChIKey

RFDSJHHLGFFVHD-UHFFFAOYSA-N

SMILES

C(OC(C)(C)C)(=O)N(CCO)C

Safety Information

Safety Statements 

24/25

HS Code 

2924297099

(2-HYDROXYETHYL)METHYLCARBAMIC ACID 1,1-DIMETHYLETHYL ESTER Usage And Synthesis

Uses

N-Boc-N-methylethanolamine is an substituent in the synthesis of anticancer agent, an orally bioavailable small molecule inhibitor of signal transducer and activator of transcription.

Synthesis

General procedure: To a solution of 2-(methylamino)ethanol (500 mg, 0.53 mL, 6.66 mmol) in dichloromethane (20 mL) was added di-tert-butyl dicarbonate (1.48 g, 6.79 mmol), and the reaction was stirred at room temperature for 1 hour. After completion of the reaction, the reaction mixture was extracted with saturated aqueous sodium chloride solution and dichloromethane. The organic layers were combined, dried with anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure to give N-BOC-N-methylaminoethanol (colorless oil, quantitative yield). The product was characterized as follows: 1H NMR (200 MHz, CDCl3) δ 3.74 (q, J = 10.5, 5.2 Hz, 2H), 3.25 (t, J = 5.2 Hz, 2H), 2.91 (s, 3H), 1.45 (s, 9H); mass spectra m/z (relative intensities) 144 (20), 102 (24), 57 (70), 44 (100).

References

[1] Journal of Organic Chemistry, 2000, vol. 65, # 20, p. 6368 - 6380
[2] Patent: US2009/42872, 2009, A1. Location in patent: Page/Page column 19
[3] Patent: US2007/4675, 2007, A1. Location in patent: Page/Page column 92-93
[4] Patent: WO2007/81091, 2007, A1. Location in patent: Page/Page column 26
[5] Patent: WO2011/5028, 2011, A2. Location in patent: Page/Page column 11

(2-HYDROXYETHYL)METHYLCARBAMIC ACID 1,1-DIMETHYLETHYL ESTER(57561-39-4)Related Product Information

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