ChemicalBook Product Catalog Biochemical Engineering Amino Acids and Derivatives Leucine derivatives Methoxycarbonyl-L-tert-leucine

Methoxycarbonyl-L-tert-leucine

Methoxycarbonyl-L-tert-leucine Basic information
Description References
Product Name:Methoxycarbonyl-L-tert-leucine
Synonyms:MOC-L-tert.Leucine;(S)-2-Methoxycarbonylamino-3,3-dimethylbutyric acid;Methoxycarbonyl-L-tert-leucine;N-(Methoxycarbonyl)-3-methyl-L-valine;N-Methoxycarbonyl-tert-leucine;Atazanavir related coMpound A;MOC-L-tert. Leucin;L-Valine,N-(Methoxycarbonyl)-3-Methyl-
CAS:162537-11-3
MF:C8H15NO4
MW:189.21
EINECS:431-620-3
Product Categories:Amino Acid Derivatives;Amino Acids 13C, 2H, 15N;Amino Acids & Derivatives;Chiral Reagents
Mol File:162537-11-3.mol
Methoxycarbonyl-L-tert-leucine Structure
Methoxycarbonyl-L-tert-leucine Chemical Properties
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.
pka4.46±0.10(Predicted)
form powder
Water Solubility 26.4g/L at 20℃
InChIKeyNWPRXAIYBULIEI-RXMQYKEDSA-N
LogP0.832 at 21℃
Safety Information
HS Code 2933399090
MSDS Information
Methoxycarbonyl-L-tert-leucine Usage And Synthesis
DescriptionMethoxycarbonyl-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. 
ReferencesZhongmin 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

Chemical PropertiesWhite Solid
UsesThe 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 ExplosibilityNotclassified
Methoxycarbonyl-L-tert-leucine Preparation Products And Raw materials
Raw materialsN-Boc-L-tert-Leucine-->Methyl chloroformate-->L-tert-Leucine
Preparation ProductsAtazanavir
METHOXYCARBONYLSULFENYL CHLORIDE Fmoc-L-tert-leucine Ethyl 2-(Chlorosulfonyl)acetate Ascoric Acid N-(METHOXYCARBONYL)-L-TERT-LEUCINE (S)-Boc-1-adamantyl-glycine DL-Leucine Stearic acid Folic acid tert-Butanol Z-TLE-OH DCHA tert-Butyl peroxyacetate Methoxycarbonyl-L-tert-leucine (S)-N-Boc-3,3-dimethylpyrrolidine-2-carboxylic acid (S)-2-CYCLOPENTYLOXYCARBONYLAMINO-3,3-DIMETHYL-BUTYRIC ACID N-CARBOBENZOXY-DL-LEUCINE L-tert-Leucine Citric acid
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