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.

pka

4.46±0.10(Predicted)

form 

powder

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℃

Safety Information

HS Code 

2933399090

Methoxycarbonyl-L-tert-leucine Usage And Synthesis

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

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

Not classified

Methoxycarbonyl-L-tert-leucine(162537-11-3)Related Product Information

• DL-Leucine
• Stearic acid
• tert-Butyl peroxyacetate
• N-CARBOBENZOXY-DL-LEUCINE
• tert-Butanol
• L-tert-Leucine
• Folic acid
• Citric acid
• METHOXYCARBONYLSULFENYL CHLORIDE
• Ethyl 2-(Chlorosulfonyl)acetate
• Ascoric Acid
• Fmoc-L-tert-leucine
• (S)-N-Boc-3,3-dimethylpyrrolidine-2-carboxylic acid
• (2S,4R)-N-Boc-4-hydroxy-3,3-dimethylpyrrolidine-2-carboxylic acid
• Z-TLE-OH DCHA
• N-(METHOXYCARBONYL)-L-TERT-LEUCINE
• Cbz-L-tert-Leucine
• FMOC-D-ALPHA-T-BUTYLGLYCINE