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H-D-Asp(OtBu)-OtBu · HCl

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H-D-Asp(OtBu)-OtBu · HCl Basic information

Product Name:
H-D-Asp(OtBu)-OtBu · HCl
Synonyms:
  • D-Aspartic acid 1,4-di-tert-butyl ester hydrochloride
  • H-D-Asp(tBu)-OtBu Hydrochloride
  • D-Aspartic acid bis(1,1-dimethylethyl) ester hydrochloride
  • D-Aspartic acid 1,4-di-t-butyl ester hydrochloride
  • H-D-Asp(tBu)-OtBu*HCl
  • H-D-Asp(OBut)-OButl.HCl
  • (R)-Di-tert-butyl 2-aMinosuccinate hydrochloride
  • D-Asp(OtBu)-OtBu·HCl
CAS:
135904-71-1
MF:
C12H23NO4.HCl
MW:
0
Mol File:
135904-71-1.mol
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H-D-Asp(OtBu)-OtBu · HCl Chemical Properties

storage temp. 
Inert atmosphere,Room Temperature
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form 
Powder
color 
White to off-white
optical activity
-5.817°(C=1.022 g/100ml MEOH)
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H-D-Asp(OtBu)-OtBu · HCl Usage And Synthesis

Uses

H-D-Asp(OtBu)-OtBu·HCl is the isomer of H-Asp(OtBu)-OtBu.HCl (HY-W013291), and can be used as an experimental control. H-Asp(OtBu)-OtBu.HCl is an aspartic acid derivative[1].

Synthesis

42417-76-5

1791-13-5

Cbz-L-aspartic acid di-tert-butyl ester (8.25 g, 21.8 mmol) was added to an ethanol solution (20 mL) of Pd/C (10%, 830 mg, 10% w/w) and ammonium formate (34.3 g, 0.54 mol). The suspension was stirred overnight at room temperature. Upon completion of the reaction, the suspension was filtered through diatomaceous earth and concentrated under reduced pressure to remove the solvent. The resulting residue was dissolved in ethyl acetate, cooled to 0 °C, and a solution of ethyl acetate saturated with HCl was added slowly dropwise and stirred for 15 min. The precipitated solid was collected by filtration, washed with cold ethyl acetate and dried under vacuum to give (S)-di-tert-butyl 2-aminosuccinate hydrochloride (4.28 g, 17.4 mmol, 80% yield) as a white solid, which can be used in subsequent steps without further purification.

References

[1] Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144. DOI:10.1080/10408398.2012.708368

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