Boc-Asp-OtBu
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Boc-Asp-OtBu
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CAS No:
34582-32-6
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Formula:
C13H23NO6
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Chemical Name:
Boc-Asp-OtBu
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Synonyms:
N-[[(tert-Butyl)oxy]carbonyl]-L-aspartic acid 4-(tert-butyl) ester;(2S)-2-(tert-Butoxycarbonylamino)succinic acid 1-tert-butyl ester;N-(tert-Butoxycarbonyl)-L-aspartic acid 1-tert-butyl ester;N-tert-Butoxycarbonyl-L-aspartic acid 1-tert-butyl ester;5-BOC-Asp-OtBu;N-tert-Boc-L-aspartic Acid tert-Butyl Ester;N-(tert-Butoxycarbonyl)aspartic Acid α-tert-Butyl Ester;N-[(1,1-DiMethylethoxy)carbonyl]-L-aspartic Acid 1-(1,1-DiMethylethyl) Ester
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CAS No:
Characteristics
102
1.4
White Powder
1.1±0.1 g/cm3
101-103°C
429°C at 760 mmHg
213.3±27.3 °C
1.470
-15°C
Safety Information
NONH for all modes of transport
3
|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-Asp-OtBu Use and Manufacturing
A mixture of the ester 5 (1.04 g, 2.74 mmol) and 10percent Pd/C (0.2 g) in absolute EtOH (20 rnL) was shaken with hydrogen at 50 psi for 3 h. This mixture was then filtered and the filtrate was concentrated under vacuum to give a white crystalline solid 6 (0.79 g, 100percent): mp 97 - 99 To a solution of tBu ester 10 (1.65 g, 5.44 mmol) in MeOH (3.45 mL) was added 2M NaOH (2.47 mL). After stirring at room temperature for 3 h, MeOH was removed at reduced pressure and the remaining aqueous layer washed with ether. The aqueous layer was then acidified to pH 2 with 1M HCl and extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4, and concentrated in vacuo. Purification on silica gel column chromatography (hexane/EtOAc = 3/1) afforded 11 as a colorless solid (1.48 g, 5.11 mmol, 94percent)0.2 N solution of LiOH (38 mL, 7.6 mmol) was added to a solution of 6.9 mmol of N-Boc-diester 10 or 11 in 38 mL of THF cooled to 0 °C. The mixture was stirred at 0 °C for 30 min, then for 20 h at room temperature. The solution was evaporated by half, 20 mL of 5 percent aqueous solution of NaHCO
An aspartic acid derivative used in stereoselective synthesis
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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