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ChemicalBook--->CAS DataBase List--->162537-11-3

162537-11-3

162537-11-3 Structure

162537-11-3 Structure
IdentificationBack 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 PropertiesBack 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)
[color ]

White to off-white
[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 InformationBack 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
Safety DataBack Directory
[HS Code ]

2933399090
Questions And AnswerBack 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).
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