Boc-DL-2-aminobutyric acid

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Boc-DL-2-aminobutyric acid Basic information
Product Name:Boc-DL-2-aminobutyric acid
Synonyms:2-Aminobutanoic acid, N-BOC protected;Boc-2-aMinobutyric acid;2-(tert-butoxycarbonyl)butanoic acid;Boc-DL-2-Abu;DL-Boc-Aminobutyric acid;2-[(tert-Butoxycarbonyl)amino]butanoic acid;Butanoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-;(2R)-2-[(tert-butoxycarbonyl)amino]butanoate
CAS:77284-64-1
MF:C9H17NO4
MW:203.24
EINECS:
Product Categories:pharmacetical
Mol File:77284-64-1.mol
Boc-DL-2-aminobutyric acid Structure
Boc-DL-2-aminobutyric acid Chemical Properties
Melting point 60-62 °C
Boiling point 334.5±25.0 °C(Predicted)
density 1.101±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka4.00±0.10(Predicted)
AppearanceWhite to off-white Solid
Safety Information
HazardClass IRRITANT
HS Code 2922498590
MSDS Information
Boc-DL-2-aminobutyric acid Usage And Synthesis
Synthesis
Di-tert-butyl dicarbonate

24424-99-5

DL-2-Aminobutyric acid

2835-81-6

BOC-DL-2-AMINOBUTYRIC ACID

77284-64-1

General procedure for the synthesis of N-Boc-DL-2-aminobutyric acid from di-tert-butyl dicarbonate and DL-2-aminobutyric acid: 10 g (96.97 mmol, 1.0 eq.) of DL-2-aminobutyric acid was dissolved in 65 mL of methanol to which 97 mL of sodium hydroxide (NaOH) solution was added. Subsequently, 25.4 g (116.37 mmol, 1.2 eq.) of di-tert-butyl dicarbonate (Boc2O) was slowly added at 0 °C. The reaction mixture was stirred at room temperature for 48 h. After completion of the reaction, it was concentrated under reduced pressure. The concentrated reaction mixture was adjusted pH to 2-3 with 1N HCl and then extracted with ethyl acetate. The organic layer was separated, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure. The residue was purified by column chromatography (SiO2, eluent gradient: hexane/ethyl acetate, 10:1 to hexane/ethyl acetate, 3:1) to afford 18.5 g of N-Boc-DL-2-aminobutyric acid (2-((tert-butoxycarbonyl)amino)butyric acid) as a colorless oil (91.02 mmol, 94% yield).1H NMR (300 MHz, CDCl3) δ 6.24 (s, 1H), 5.00-5.03 (d, 1H).

References[1] Patent: US2018/105527, 2018, A1. Location in patent: Paragraph 0553-0556
[2] Catalysis Letters, 2017, vol. 147, # 4, p. 837 - 844
Boc-DL-2-aminobutyric acid Preparation Products And Raw materials
Raw materialsDi-tert-butyl dicarbonate-->DL-2-Aminobutyric acid-->Methanol-->Sodium hydroxide
Tag:Boc-DL-2-aminobutyric acid(77284-64-1) Related Product Information
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