409333-67-1

Basic information

• Product Name: BOC-D,L-5,5,5-TRIFLUOROLEUCINE
• Synonyms: Leucine, N-[(1,1-dimethylethoxy)carbonyl]-5,5,5-trifluoro-
• CAS NO: 409333-67-1
• Molecular Formula: C11H18F3NO4
• Molecular Weight: 285.26
• Mol File: 409333-67-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 349.98°C at 760 mmHg
• Flash Point: 165.462°C
• Appearance: /
• Density: 1.218g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.428
• CAS DataBase Reference: BOC-D,L-5,5,5-TRIFLUOROLEUCINE(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-D,L-5,5,5-TRIFLUOROLEUCINE(409333-67-1)
• EPA Substance Registry System: BOC-D,L-5,5,5-TRIFLUOROLEUCINE(409333-67-1)

Safety Data

• Hazardous Substances Data: 409333-67-1(Hazardous Substances Data)

Usage

General Description

BOC-D,L-5,5,5-TRIFLUOROLEUCINE is a chemical compound that is composed of a trifluoroleucine molecule attached to a BOC-protected amino group. It is commonly used as a building block in peptide synthesis, as the BOC-protecting group can be removed under mild acid conditions to reveal the amino group for further peptide coupling reactions. The presence of the trifluoroleucine moiety also imparts unique hydrophobic and stereochemical properties to the resulting peptides, making it a valuable tool for the design and development of bioactive peptides. Additionally, the BOC-protecting group provides stability to the amino group during peptide synthesis, allowing for efficient peptide elongation without unwanted side reactions. Overall, BOC-D,L-5,5,5-TRIFLUOROLEUCINE is a versatile chemical compound with applications in peptide chemistry and bioactive peptide design.

InChI:InChI=1/C11H18F3NO4/c1-6(11(12,13)14)5-7(8(16)17)15-9(18)19-10(2,3)4/h6-7H,5H2,1-4H3,(H,15,18)(H,16,17)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 2792-72-5 2-amino-4-methyl-5,5,5-trifluoropentanoic acid 
• 120097-69-0 (DL)-2-(N-acetylamino)-4-methyl-5,5,5-trifluoropentanoic acid 
• 93267-04-0 N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester 

Downstream Products

• 1443124-52-4 C₁₈H₂₄F₃NO₄ 
• 1443124-51-3 (2S)-N-Boc-5,5,5-trifluoroleucine benzyl ester 

Relevant articles and documents

A simple and efficient method for the resolution of all four diastereomers of 4,4,4-trifluorovaline and 5,5,5-trifluoroleucine

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MODULATORS OF SESTRIN-GATOR2 INTERACTION AND USES THEREOF

The present invention provides compounds, compositions thereof, and methods of using the same.

Non-racemic hexafluoreleucine, and methods of making and using it

One aspect of the invention relates to hexafluoroleucine and congeners thereof, and methods of making the compounds. Another aspect of the nvention relates to the synthesis of protein cores comprising hexafluoroleucine and congeners thereof. Certain peptides comprising hexafluorleucine and congeners thereof have been characterized using comparative biophysical studies. In general, the fluorinated peptides show higher thermal stability and enhanced resistance to chemical denaturation. Further, mixed hydrocarbonfluorocarbon cores self-sort into homogeneous bundles, suggesting new avenues for the design and manipulation of protein-protein interfaces.