| Identification | Back Directory | [Name]
Cbz-L-tert-Leucine | [CAS]
62965-10-0 | [Synonyms]
Z-TLE-OH
Cbz-L-Tle-OH
Z-(TBU)GLY-OH
Z-L-TERT-LEUCINE
Z-L-T-BUTYLGLYCINE
CBZ-L-TERT-LEUCINE
CBZL-L-TERT-LEUCINE
N-Cbz-L-tert-Leucine
Z-Tle-OH Cbz-L-tert-Leucine
Cbz-L-tert-Leucine USP/EP/BP
Cbz-L-tert-Leucine,62965-10-0
N-α-Carbobenzoxy-L-tert-leucine
N-Carbobenzoxy-(S)-tert-leucine
N-Benzyloxycarbonyl-tert-leucine
Benzyloxycarbonyl-L-tert-leucine
CBZ-L-tert Leucine i-propyl aMine
N-Benzyloxycarbonyl-L-tert-leucine
N-ALPHA-CARBOBENZOXY-L-TERT-LEUCINE
CBZ-L-2-AMINO-3,3-DIMETHYLBUTANOIC ACID
N-(Benzyloxycarbonyl)-L-tert-butylglycine
N-ALPHA-CARBOBENZOXY-L-ALPHA-T-BUTYLGLYCINE
(S)-N-Cbz-2-amino-3,3-dimethyl-butyric acid
3-Methyl-N-[(phenylMethoxy)carbonyl]-L-valine
L-Valine, 3-Methyl-N-[(phenylMethoxy)carbonyl]-
2S-BenzyloxycarbonylaMino-3,3-diMethylbutyric Acid
(S)-2-(benzyloxycarbonyl)-3,3-dimethylbutanoic aci
3,3-dimethyl-2-(phenylmethoxycarbonylamino)butanoic acid
(S)-2-(((Benzyloxy)carbonyl)aMino)-3,3-diMethylbutanoic acid
(2S)-2-{[(Benzyloxy)carbonyl]amino}-3,3-dimethylbutanoic acid
(2S)-2-([(Benzyloxy)Carbonyl]AMino)-3,3-DiMethylbutanoic Acid DicyclohexylaMine Salt | [Molecular Formula]
C14H19NO4 | [MDL Number]
MFCD00137411 | [MOL File]
62965-10-0.mol | [Molecular Weight]
265.3 |
| Chemical Properties | Back Directory | [Boiling point ]
436.4±38.0 °C(Predicted) | [density ]
1.160±0.06 g/cm3(Predicted) | [storage temp. ]
Refrigerator | [solubility ]
Chloroform (Sparingly), Methanol (Slightly) | [form ]
Oil | [pka]
4.01±0.10(Predicted) | [color ]
Pale to Light Yellow | [Optical Rotation]
Consistent with structure | [CAS DataBase Reference]
62965-10-0 |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Yellow Thick Oil | [Uses]
Cbz-L-tert-Leucine is a leucine derivative used in the preparation of various pharmaceutical agents such as TRPV4 antagonists, HIV-1 protease inhibitors and serine protease inhibitors.
| [Synthesis]
Step A: Synthesis of (S)-2-(((benzyloxy)carbonyl)amino)-3,3-dimethylbutanoic acid; to a methanolic (200 mL) suspension of L-tert-leucine (11.88 g, 90.7 mmol) was sequentially added triethylamine (26.56 mL, 190 mmol) and N-(benzyloxycarbonyloxy)succinimide (24.88 g, 99.8 mmol). The reaction mixture was stirred at room temperature for 14 hours. After completion of the reaction, methanol was removed by rotary evaporator under reduced pressure to give a viscous light yellow oil. The oily substance was dissolved in ethyl acetate (100 mL) and the organic layer was washed sequentially with 1 M hydrochloric acid (15 mL) and saturated saline. The organic layer was dried over anhydrous magnesium sulfate and filtered, and the filtrate was concentrated under reduced pressure by rotary evaporator to afford the title compound (S)-2-(((benzyloxy)carbonyl)amino)-3,3-dimethylbutanoic acid as an oil (24 g, quantitative yield).1H-NMR (CDCl3) δ: 7.43-7.36 (5H, m), 5.36 (1H, d, J = 9.4 Hz) , 5.12 (2H, br s), 4.20 (1H, d, J = 9.6 Hz), 1.02 (9H, s).LRMS: m/z 266 [M + H]+, 264 [M - H]-, 529 [2M - H]-. | [References]
[1] Patent: EP1210330, 2005, B1. Location in patent: Page/Page column 9-10 |
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