| Identification | Back Directory | [Name]
H-D-Asp(OtBu)-OtBu · HCl | [CAS]
135904-71-1 | [Synonyms]
D-Asp(OtBu)-OtBu·HCl
H-D-Asp(tBu)-OtBu*HCl
H-D-Asp(OBut)-OButl.HCl
H-BZD-Asp(OtBu)-OtBu. HCl
H-D-Asp(tBu)-OtBu Hydrochloride
H-D-Asp(OtBu)-OtBu · HCl USP/EP/BP
Di-tert-butyl D-aspartate hydrochloride
(R)-Di-tert-butyl 2-aMinosuccinate hydrochloride
D-Aspartic acid 1,4-di-t-butyl ester hydrochloride
D-Aspartic acid 1,4-di-tert-butyl ester hydrochloride
1,4-di-tert-butyl (2R)-2-aminobutanedioate hydrochloride
D-Aspartic acid bis(1,1-dimethylethyl) ester hydrochloride | [Molecular Formula]
C12H23NO4.HCl | [MDL Number]
MFCD09263345 | [MOL File]
135904-71-1.mol |
| Chemical Properties | Back Directory | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | [form ]
Powder | [color ]
White to off-white | [Optical Rotation]
-5.817°(C=1.022 g/100ml MEOH) |
| Hazard Information | Back Directory | [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]
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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