BOC-D-ALPHA-T-BUTYLGLYCINE
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BOC-D-ALPHA-T-BUTYLGLYCINE
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CAS No:
124655-17-0
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Formula:
C11H21NO4
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Chemical Name:
BOC-D-ALPHA-T-BUTYLGLYCINE
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Synonyms:
(R)-2-((tert-Butoxycarbonyl)aMino)-3,3-diMethylbutanoic acid;Boc-D-t-Leu;N-alpha-t-Butyloxycarbonyl-D-t-leucine, N-alpha-t-Butyloxycarbonyl-D-t-butylglycine;N-BOC-D-TERT-LEUCINE;(R)-2-(tert-butoxycarbonyl)-3,3-dimethylbutanoic a;BOC-TBU-D-GLY-OH;BOC-D-(TBU)GLY-OH;BOC-D-T-BUTYLGLYCINE
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CAS No:
BOC-D-ALPHA-T-BUTYLGLYCINE Basic Attributes
231.29
231.147064
DTXSID40426487
White to Almost white
2924190090
Characteristics
75.6
2.3
Solid
1.063±0.06 g/cm3(Predicted)
118-121°C
350.0±25.0 °C(Predicted)
165.5±23.2 °C
1.462
Store at 0-5°C
7.8E-06mmHg at 25°C
4.03±0.10(Predicted)
Sealed in dry,Room Temperature
Safety Information
IRRITANT
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
BOC-D-ALPHA-T-BUTYLGLYCINE Use and Manufacturing
Intermediate 95To a solution of 3-methyl-D-valine (900 mg, 6.86 mmol) in 7 mL of 1 M aqueous sodium hydroxide and 7 mL of methanol was added Boc-anhydride (1 .797 g, 8.23 mmol) at 0°C. The reaction mixture was warmed to room temperature and stirred overnight. After most of the methanol was evaporated, the solution was acidified to pH 2 with an aqueous solution of HCI (1 M) and extracted 3 times with ethylacetate (3 x 20 mL). The organic layers were combined and washed with brine (2 x 5mL). Evaporation of the solvent afforded the title compound as a white solid with a 83percent yield(1.36 g).H NMR (400 MHz, DMSO-c/Intermediate 76 N-{[(1, 1-dimethylethyl)oxy]carbonyl}-3-methyl-D-valine [0708] [0709] To a solution of 3-methyl-D-valine (900 mg, 6.86 mmol) in 7 ml of 1 M aqueous sodium hydroxide and 7 ml of methanol was added Boc-anhydride (1.797 g, 8.23 mmol) at 0° C. The reaction mixture was warmed to room temperature and stirred overnight. After most of the methanol was evaporated, the solution was acidified to pH 2 with an aqueous solution of HCl (1M) and extracted 3 times with ethylacetate (3×20 ml). The organic layers were combined and washed with brine (2×5 ml). Evaporation of the solvent afforded the title compound as a white solid (1.36 g). [0710]
N-Boc-D-tert-leucine is a protected form of D-tert-leucine, and is used in the synthesis of primary amino acid derivatives (e.g. Desacetyl Desmethyl Lacosamide [D288325]) that possess anticonvulsant and neuropathic pain protection properties.
Computed Properties
Molecular Weight:231.29
XLogP3:2.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:231.14705815
Monoisotopic Mass:231.14705815
Topological Polar Surface Area:75.6
Heavy Atom Count:16
Complexity:273
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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