| Identification | Back Directory | [Name]
Methoxycarbonyl-L-tert-leucine | [CAS]
162537-11-3 | [Synonyms]
Moc-L-tert-lecine
MOC-L-tert.Leucine
MOC-L-tert. Leucin
N-Moc-L-tert-Leucine
Methylcarbonyl-L-t-Leucine
Atazanavir related coMpound A
Methyl Carbonyl L-tert Leucine
N-Methoxycarbonyl-tert-leucine
Methoxycarbonyl-L-tert-leucine
(S)-N-(METHOXYCARBONYL)-TERT-LEUCINE
N-(Methoxycarbonyl)-3-methyl-L-valine
L-Valine,N-(Methoxycarbonyl)-3-Methyl-
(S)-2-acetamido-3,3-dimethylbutanoic acid
(2S)-2-ACETAMIDO-3,3-DIMETHYLBUTANOIC ACID
(S)-2-(Methoxycarbonyl)-3,3-diMethylbutanoic acid
(S)-2-Methoxycarbonylamino-3,3-dimethylbutyric acid
(S)-2-(MethoxycarbonylaMino)-3,3-diMethylbutanoic acid | [EINECS(EC#)]
1308068-626-2 | [Molecular Formula]
C8H15NO4 | [MDL Number]
MFCD07778455 | [MOL File]
162537-11-3.mol | [Molecular Weight]
189.21 |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
1090C | [Boiling point ]
320.9±25.0 °C(Predicted) | [density ]
1.126±0.06 g/cm3(Predicted) | [vapor pressure ]
0Pa at 25℃ | [storage temp. ]
2-8°C | [solubility ]
Soluble in ethyl acetate and methanol. | [form ]
powder | [pka]
4.46±0.10(Predicted) | [Water Solubility ]
26.4g/L at 20℃ | [InChI]
InChI=1S/C8H15NO4/c1-8(2,3)5(6(10)11)9-7(12)13-4/h5H,1-4H3,(H,9,12)(H,10,11)/t5-/m1/s1 | [InChIKey]
NWPRXAIYBULIEI-RXMQYKEDSA-N | [SMILES]
C(O)(=O)[C@H](C(C)(C)C)NC(OC)=O | [LogP]
0.832 at 21℃ |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
The coupling of the two key intermediates, N-(methoxycarbonyl)-l-tert-leucine acylated benzyl hydrazine and chloromethyl ketone, via an S N 2 reaction furnished the amino ketone in high yield under our optimized conditions in practical synthesis of the HIV Protease Inhibitor Atazanavir via a Highly diastereoselective Reduction Approach. | [Flammability and Explosibility]
Notclassified |
| Questions And Answer | Back Directory | [Description]
Methoxycarbonyl-L-tert-leucine is a kind of amino acid deriviative. It is a very useful intermediate for efficient synthesis of the HIV protease inhibitor BMS-232632 as well as atazanavir bisulfate.
| [References]
Zhongmin Xu, †, et al. "Process Research and Development for an Efficient Synthesis of the HIV Protease Inhibitor BMS-232632." Organic Process Research & Development 6.3(2002):323-328.
Simhadri, Srinivas. "Process for the preparation of atazanavir bisulfate." (2016).
https://www.alfa.com/en/search/?q=14328-63-3
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