3-(N-Boc)pentanedioic acid

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3-(N-Boc)pentanedioic acid Basic information
Product Name:3-(N-Boc)pentanedioic acid
Synonyms:3-(N-Boc)pentanedioic acid;3-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)pentanedioic acid;3-tert-butoxycarbonylaminopentanedioic acid;Pentanedioic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-;N-Boc-3-aminopentanedioic acid
CAS:85185-24-6
MF:C10H17NO6
MW:247.25
EINECS:
Product Categories:
Mol File:85185-24-6.mol
3-(N-Boc)pentanedioic acid Structure
3-(N-Boc)pentanedioic acid Chemical Properties
Boiling point 429.8±35.0 °C(Predicted)
density 1.264±0.06 g/cm3(Predicted)
pka4.00±0.10(Predicted)
Safety Information
MSDS Information
3-(N-Boc)pentanedioic acid Usage And Synthesis
Synthesis
3-AMINOPENTANEDIOIC ACID

1948-48-7

Di-tert-butyl dicarbonate

24424-99-5

3-(N-Boc)pentanedioic acid

85185-24-6

General procedure for the synthesis of 3-((tert-butoxycarbonyl)amino)glutaric acid from β-glutamic acid and di-tert-butyl dicarbonate: β-glutamic acid (1.01 g, 6.8 mmol) was dissolved in a mixed solvent of tetrahydrofuran (30 mL) and water (15 mL). Subsequently, di-tert-butyl dicarbonate (2.98 g, 13.6 mmol) and 10% aqueous sodium hydroxide (8.3 mL) were added and the reaction mixture was stirred at room temperature for 5 days. Upon completion of the reaction, the solvent was removed by evaporation and the residue was redissolved in water (30 mL) and the pH was adjusted to 2 with 1 M potassium bisulfate solution. the aqueous phase was extracted with ethyl acetate (2 x 60 mL), the organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated to afford 1.5 g (90% yield) of 3-((tert-butoxycarbonyl)amino)glutaric acid as a white crystal. The product was confirmed by NMR hydrogen spectroscopy (MeOD): δ 1.43 (s, 9H), 2.55 (d, 4H), 4.25 (quin, 1H). HPLC-MS (Method B) showed: m/z 148 ([M+1-Boc]+).

References[1] Patent: WO2004/89362, 2004, A1. Location in patent: Page/Page column 64
[2] Asian Journal of Chemistry, 2014, vol. 26, # 15, p. 4716 - 4722
[3] Chemistry Letters, 1988, # 10, p. 1643 - 1646
3-(N-Boc)pentanedioic acid Preparation Products And Raw materials
Raw materials3-Aminopentanedioic acid-->Di-tert-butyl dicarbonate-->Water-->Tetrahydrofuran-->Sodium hydroxide
Tag:3-(N-Boc)pentanedioic acid(85185-24-6) Related Product Information
L-β-Homo-Asp-OH.HCl 3-Aminopentanedioic acid Fmoc-beta-homoaspartic acid Carbamic acid, N-[3-hydroxy-1-(2-hydroxyethyl)propyl]-, 1,1-dimethylethyl ester Pentanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-, (3S)- (9CI) Pentanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-, (3R)- (9CI)