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Chemical Structure| 10065-72-2 Chemical Structure| 10065-72-2
Chemical Structure| 10065-72-2

(S)-Methyl 2-aminopropanoate

CAS No.: 10065-72-2

4.5 *For Research Use Only !

Cat. No.: A475281 Purity: 98+%

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Product Details of [ 10065-72-2 ]

CAS No. :10065-72-2
Formula : C4H9NO2
M.W : 103.12
SMILES Code : C[C@H](N)C(OC)=O
MDL No. :MFCD00047910

Safety of [ 10065-72-2 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314-H225
Precautionary Statements:P501-P270-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P303+P361+P353-P301+P330+P331-P363-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P403+P235-P405
Class:3(8)
UN#:2924
Packing Group:

Application In Synthesis of [ 10065-72-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 10065-72-2 ]

[ 10065-72-2 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 10065-72-2 ]
  • [ 1142-20-7 ]
  • [ 2483-51-4 ]
YieldReaction ConditionsOperation in experiment
73.1% N-benzyloxycarbonyl-L-alanine (100 g, 0.45 mol) was dissolved in a dried N,N-dimethylformamide (3 L), and 1-hydroxylbenzotriazole (72.6 g, 0.54 mol) and 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride (103.3 g, 0.54 mol) were added while stirring. After stirring for reaction for 1 hour, the mixture was subjected to an ice both until the temperature reached 0 C. L-alanine methyl ester (46.2 g, 0.45 mol) and N,N-diisopropyl ethylamine (173.8 g, 1.34 mol) dissolved in an N,N-dimethylformamide (1 L) solution were dropped into the mixture. After dropping, the mixture was stirred under ambient temperature for 10 hours and the solvents were removed by evaporation under reduced pressure. The crude product was dissolved in dichloromethane (2 L) and washed successively with saturated ammonia chloride solution, water and saturated sodium chloride solution. The organic phase was dried with anhydrous sodium sulfate and the solvents were removed by evaporation under reduced pressure. The crude product was re-crystallized by ethyl acetate/petroleum ether to obtain a pure product, which was a white solid I, i.e., Cbz-L-Ala-L-Ala-OMe (101 g; Yield, 73.1%).
73.1% [0082] N-benzyloxycarbonyl-LAla (100g, 0.45mol) were dissolved in N,N-dimethylformamide (3L). 1-hydroxylbenzotriazole (HOBt, 72.6g, 0.54mol) and 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDC, 103.3g, 0.54mol) were added when stirring. After reacting for 1 hour under stirring, the mixture was cooled to 0C in an ice bath and L-Ala methyl ester (46.2g, 0.45mol) and N,N-diisopropylethylamine (173.8g, 1.34mol) in the N,N-dimethylformamide solution (1L) was dropped into the mixture. After dropping, the mixture was stirred under ambient temperature for 10 hours. The solvents were removed by evaporation under reduced pressure. The crude product was dissolved in dichloromethane (2L) and washed subsequently by saturated ammonium chloride solution, water and saturated sodium chloride solution. The organic phase was dried by anhydrous sodium sulphate. After removing the solvents by evaporation under reduced pressure, the crude product was recrystallized to obtain a white solid I (101g, Yield 73.1%).
73.1% N-benzyloxycarbonyl-L-alanine (100 g, 0.45 mol) was dissolved in a dried N,N-dimethylformamide (3 L), and 1-hydroxylbenzotriazole (72.6 g, 0.54 mol) and 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride (103.3 g, 0.54 mol) were added while stirring. After stirring for reaction for 1 hour, the mixture was subjected to an ice bath until the temperature reached 0 C. L-alanine methyl ester (46.2 g, 0.45 mol) and N,N-diisopropyl ethylamine (173.8 g, 1.34 mol) dissolved in an N,N-dimethylformamide (1 L) solution were dropped into the mixture. After dropping, the mixture was stirred under ambient temperature for 10 hours and the solvents were removed by evaporation under reduced pressure. The crude product was dissolved in dichloromethane (2 L) and washed successively with saturated ammonia chloride solution, water and saturated sodium chloride solution. The organic phase was dried with anhydrous sodium sulfate and the solvents were removed by evaporation under reduced pressure. The crude product was re-crystallized by ethyl acetate/petroleum ether to obtain a pure product, which was a white solid I, i.e., Cbz-L-Ala-L-Ala-OMe (101 g; Yield, 73.1%).
  • 2
  • [ 10065-72-2 ]
  • [ 1738-87-0 ]
  • [ 1803-59-4 ]
  • 3
  • [ 10065-72-2 ]
  • [ 141871-02-5 ]
  • (S)-2-[2-(tert-Butoxycarbonyl-methyl-amino)-benzoylamino]-propionic acid methyl ester [ No CAS ]
  • 4
  • [ 10065-72-2 ]
  • [ 210840-42-9 ]
  • [ 2483-51-4 ]
  • 5
  • [ 108-86-1 ]
  • [ 10065-72-2 ]
  • [ 78603-91-5 ]
  • 6
  • [ 10065-72-2 ]
  • [ 122889-11-6 ]
  • [ 1013917-04-8 ]
  • 8
  • [ 10065-72-2 ]
  • C21H26N2O6 [ No CAS ]
  • [ 2483-51-4 ]
YieldReaction ConditionsOperation in experiment
90% With triethylamine; In tetrahydrofuran; at 20℃; for 15h; General procedure: A mixture of Boc-l-phenyl alanine-ASUDester (Table 1, entry 6) (3.0g, 6.7mmol), l-phenyl alanine methyl ester hydrochloride (1.46g, 6.7mmol), and triethylamine (1.71g, 16.9mmol) in dry THF (15mL) was stirred overnight at room temperature (15h). After completion of the reaction, the reaction mixture was filtered (remove TEA·HCl salt) and washed with THF (5mL). The filtrate was concentrated under vacuum to obtain an oily crude. The oily crude was dissolved in ethyl acetate, washed with 1.0% NaHCO3 solution and water. The ethyl acetate layer was dried over Na2SO4 and distilled under vacuum to give an oily crude product.
 

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