3350-19-4

Basic information

• Product Name: BOC-LEU-ONP
• Synonyms: N-TERT-BUTOXYCARBONYL-L-LEUCINE-P-NITROPHENYL ESTER;BOC-L-LEUCINE P-NITROPHENYL ESTER;BOC-L-LEUCINE 4-NITROPHENYL ESTER;BOC-LEUCINE-ONP;BOC-LEU-ONP;p-nitrophenyl N-(tert-butoxycarbonyl)-L-leucinate;(S)-2-(tert-Butoxycarbonylamino)-4-methylvaleric acid 4-nitrophenyl ester;N-[(1,1-Dimethylethoxy)carbonyl]-L-leucine 4-nitrophenyl ester
• CAS NO: 3350-19-4
• Molecular Formula: C₁₇H₂₄N₂O₆
• Molecular Weight: 352.38
• EINECS: 222-107-3
• Product Categories: Amino Acid Derivatives;Amino Acids
• Mol File: 3350-19-4.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 487.8 °C at 760 mmHg
• Flash Point: 248.8 °C
• Appearance: /
• Density: 1.172 g/cm³
• Vapor Pressure: 1.15E-09mmHg at 25°C
• Refractive Index: 1.518
• Storage Temp.: 2-8°C
• CAS DataBase Reference: BOC-LEU-ONP(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-LEU-ONP(3350-19-4)
• EPA Substance Registry System: BOC-LEU-ONP(3350-19-4)

Safety Data

• WGK Germany: 3
• F: 8
• Hazardous Substances Data: 3350-19-4(Hazardous Substances Data)

Usage

General Description

BOC-LEU-ONP, also known as tert-butyloxycarbonyl-L-leucine-4-nitrophenyl ester, is a chemical compound used in the synthesis of peptides and peptidomimetics. It is a derivative of the amino acid leucine and contains a protecting group (BOC) on the amine group and a 4-nitrophenyl ester on the carboxylic acid group. BOC-LEU-ONP is commonly used in solid-phase peptide synthesis as a building block for creating peptide chains with specific sequences. Its use in peptide chemistry and drug development makes it an important intermediate in the field of pharmaceutical research and development.

InChI:InChI=1/C17H24N2O6/c1-11(2)10-14(18-16(21)25-17(3,4)5)15(20)24-13-8-6-12(7-9-13)19(22)23/h6-9,11,14H,10H2,1-5H3,(H,18,21)/t14-/m0/s1

Upstream product

• 100-02-7 4-nitro-phenol 
• 13139-15-6 N-tert-butoxycarbonyl-L-leucine 

Downstream Products

• 125718-90-3 (S)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-4-methylsulfanyl-butyric acid; compound with dicyclohexyl-amine 
• 161197-27-9 Boc-Leu-Pro-Leu-Arg(Mts)-Tyr-OBzl 
• 161197-18-8 Boc-Leu-D-Asp(OBzl)-Leu-Arg(Mts)-Tyr-OBzl 
• 32949-40-9 N-L-leucyl-L-aspartic acid 
• 131697-27-3 Boc-Phe-Leu-Pro-Glu-Gly-OMe 
• 131697-26-2 Boc-Phe-Leu-Pro-Glu(OBzl)-Gly-OMe 
• 131696-86-1 H-Phe-Leu-Pro-Glu-Gly-OMe*HCl 
• 131697-33-1 Boc-Asp(OBzl)-Leu-Arg(Mts)-Tyr-OMe 
• 131697-35-3 Boc-Leu-Asp-Leu-Arg(Mts)-Tyr-OMe 
• 131696-89-4 H-Leu-Asp-Leu-Arg-Tyr-OMe*2AcOH 
• 131697-34-2 Boc-Leu-Asp(OBzl)-Leu-Arg(Mts)-Tyr-OMe 
• 75691-76-8 HCl, H-Leu-ONp 

Relevant articles and documents

SULFOXONIUM YLIDE DERIVATIVES AS PROBES FOR CYSTEINE PROTEASE

The present invention relates to compounds of formula I bearing a sulfoxonium ylide moiety as warhead, or salts thereof. Such compounds can be used as activity-based probes for cysteine proteases such as cathepsin X, in methods of detecting cysteine protease activity and in related diagnostic or therapeutic methods.

A simple synthesis of imide-dipeptides

We report a simple approach to synthesize a new class of imide-dipeptides. This approach is mild, and the starting materials are the easily accessible amino acid derivatives. The imide-dipeptides were synthesized from the coupling of an amide and a 4-nitrophenyl activating ester of an amino acid. The acidic proton of the first amide was removed by 1 equivalent of n-butyl lithium to afford the corresponding amide anion which then reacted with the activating ester to give the desired imide derivatives. Georg Thieme Verlag Stuttgart.

Synthesis of glutamate receptor antagonist philanthotoxin-433 (PhTX-433) and its analogs

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