Boc-L-aspartic acid 4-tert-butyl ester
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Boc-L-aspartic acid 4-tert-butyl ester
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CAS No:
1676-90-0
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Formula:
C13H23NO6
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Chemical Name:
Boc-L-aspartic acid 4-tert-butyl ester
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Synonyms:
4-tert-Butyl N-(tert-Butoxycarbonyl)-L-aspartate;N-(tert-Butoxycarbonyl)-L-aspartic Acid 4-tert-Butyl Ester4-tert-Butyl N-Boc-L-aspartateN-Boc-L-aspartic Acid 4-tert-Butyl EsterBoc-Asp(OtBu)-OH;(2S)-4-tert-butoxy-2-[(tert-butoxycarbonyl)aMino]-4-oxobutanoic acid;N-Boc-L-aspartic acid 4-tert-butyl ester, 98%;N-tert-Butyloxycarbonyl-L-aspartic Acid β-tert-Butyl Ester;Boc-L-aspartic acid ?-tert-butyl ester99%;BOC-L-ASP(OTBU)-OH;BOC-L-ASP(TBU)-OH
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CAS No:
Characteristics
102
1.4
White Powder
1.139±0.06 g/cm3(Predicted)
64-67 °C
432.6±40.0 °C(Predicted)
215.4±27.3 °C
1.470
Soluble in methanol and dimethyl sulfoxide.
2-8°C
2 º (c=1% in MeOH)
Safety Information
IRRITANT
NONH for all modes of transport
3
24/25
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Boc-L-aspartic acid 4-tert-butyl ester Use and Manufacturing
2.1. Preparation of Boc-Asp(O-tBu)-NCA (II-a)This method consisted in the cyclization of the free carboxylic acid with a main chain with one of the Bocs protecting the amine function, therefore first of all requiring the preparation of (Boc)General procedure: L-Aspartic acid 4-tert-butyl ester 4a (1.89 g, 10 mmol) was dissolved in a mixture of tetrahydrofuran (20 mL) and water (12 mL) at 0°C. After stirring for 5 minutes, di-tert-butyl dicarbonate (4.35 g, 2 eq.) was added in small portions followed by sodium carbonate (4.20 g, 4 eq.). The reaction was stirred at room temperature for 24 hours before evaporating the solvents under reduced pressure. The residue was dissolved in 10percent aqueous sodium hydrogen carbonate solution (50 mL), washed with diethyl ether (3 x 20 mL) and citric acid was added until pH 4.0 was reached. The product was extracted with ethyl acetate (3 x 100 mL) and the combined organic phases were dried over magnesium sulfate, filtered and evaporated to give pure 4-tert-butoxy-2-(tert-butoxycarbonylamino)-4-oxobutanoic acid 5a as a colourless oil (2.82 g, 97percent).(2S)-2-(tert-Butoxycarbonylamino)-4-tert-butoxy-4-oxo-butanoic acid is commercially available. The compound was prepared from commercial H-L-Asp(OtBu)-OH (5.68 g, 30.0 mmol) and Boc
Computed Properties
Molecular Weight:289.32
XLogP3:1.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:8
Exact Mass:289.15253745
Monoisotopic Mass:289.15253745
Topological Polar Surface Area:102
Heavy Atom Count:20
Complexity:377
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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Boc-L-aspartic acid 4-tert-butyl ester
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