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Home > Encyclopedia > N-[(1,1-Dimethylethoxy)carbonyl]-O-(1,1-dimethylethyl)-L-threonine

N-[(1,1-Dimethylethoxy)carbonyl]-O-(1,1-dimethylethyl)-L-threonine

N-[(1,1-Dimethylethoxy)carbonyl]-O-(1,1-dimethylethyl)-L-threonine structure

N-[(1,1-Dimethylethoxy)carbonyl]-O-(1,1-dimethylethyl)-L-threonine 

structure
  • CAS No:

    13734-40-2

  • Formula:

    C13H25NO5

  • Chemical Name:

    N-[(1,1-Dimethylethoxy)carbonyl]-O-(1,1-dimethylethyl)-L-threonine

  • Synonyms:

    L-Threonine,N-[(1,1-dimethylethoxy)carbonyl]-O-(1,1-dimethylethyl)-;Butyric acid,3-tert-butoxy-2-(carboxyamino)-,N-tert-butyl ester,L-;N-[(1,1-Dimethylethoxy)carbonyl]-O-(1,1-dimethylethyl)-L-threonine;(2S,3R)-3-tert-Butoxy-2-[(tert-butoxycarbonyl)amino]butanoic acid

  • Categories:

    Pharmaceutical Intermediates  >  Antidepressants

N-[(1,1-Dimethylethoxy)carbonyl]-O-(1,1-dimethylethyl)-L-threonine Basic Attributes

275.34

275.34

2924 19 00

Characteristics

84.9

1.8

Solid

1.070±0.06 g/cm3(Predicted)

95-98 °C

391.3±37.0 °C(Predicted)

190.4±26.5 °C

1.463

Soluble in DMF.

2-8°C

3.27E-07mmHg at 25°C

Safety Information

NONH for all modes of transport

3

N-[(1,1-Dimethylethoxy)carbonyl]-O-(1,1-dimethylethyl)-L-threonine Use and Manufacturing

To an ice-water cooled solution of scheme 9-7 compound S1 (0.5 g, 1.82 mmol) in DCM (10 mL) was added 1-methylimidazole (0.23 g, 2.0 mmol) under nitrogen protection. The reaction was stirred at this temperature for 30 min followed by the addition of MeSO2Cl (0.15 mL, 2.0 mmol). After stirring at 0 oC for 15 min, compound 2 (0.35 g, 2.0 mmol) was added. The mixture was stirred at room temperature overnight and then quenched with aqeuous NaHCO3. The resulting mixture was extracted with ethyl acetate (100 mL). The organic layer was dried over anhydrous Na2SO4, filtered, and concentrated. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate = 100:1 to 2:1) to afford scheme 9-7 compound S3 (0.25 g, yield 32%) as a yellow solid.In a 500 mL single-mouth bottle, inject 400 mL of dichloromethane.

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