66389-80-8

Basic information

• Product Name: TERT-BUTYL 4-CYANOBENZYLCARBAMATE
• Synonyms: TERT-BUTYL 4-CYANOBENZYLCARBAMATE;4-BOC-AMINOMETHYL-BENZONITRILE;N-Boc-4-cyanobenzylamine
• CAS NO: 66389-80-8
• Molecular Formula: C₁₃H₁₆N₂O₂
• Molecular Weight: 232.27834
• Mol File: 66389-80-8.mol
• Article Data: 45

Chemical Properties

• Melting Point: 90-92 °C
• Boiling Point: 392.9 °C at 760 mmHg
• Flash Point: 191.4 °C
• Appearance: /
• Density: 1.1 g/cm³
• Storage Temp.: 2-8°C
• PKA: 11.91±0.46(Predicted)
• Water Solubility: at 25 deg C (mg/L): 102.1
• CAS DataBase Reference: TERT-BUTYL 4-CYANOBENZYLCARBAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYL 4-CYANOBENZYLCARBAMATE(66389-80-8)
• EPA Substance Registry System: TERT-BUTYL 4-CYANOBENZYLCARBAMATE(66389-80-8)

Safety Data

• Hazardous Substances Data: 66389-80-8(Hazardous Substances Data)

Usage

General Description

Tert-butyl 4-cyanobenzylcarbamate is a chemical compound used in organic synthesis and pharmaceutical research. It is a derivative of 4-cyanobenzyl isocyanate, and is commonly used as a protecting group for amines in the synthesis of peptides and other bioactive molecules. The tert-butyl group provides steric hindrance, protecting the amine functionality from unwanted reactions during the synthesis process. This allows for selective deprotection and modification of the amine group in the final product. Tert-butyl 4-cyanobenzylcarbamate is also used as a precursor for the synthesis of various pharmaceutical compounds and has potential applications in drug development and medicinal chemistry.

Upstream product

• 623-03-0 4-Cyanochlorobenzene 
• 1314538-55-0 potassium tert-butyl N-[(trifluorolambda-4-boranyl)methyl]carbamate 
• 172348-74-2 tert-butyl ((tert-butoxycarbonyl)(4-cyanobenzyl)amino)-methanoate 
• 66389-77-3 methyl tert-butyl iminodicarboxylate potassium salt 
• 17201-43-3 4-cyanobenzyl bromide 
• 66389-78-4 N-tert.-Butoxycarbonyl-N-methoxycarbonyl-p-cyanobenzylamin 
• 623-26-7 terephthalonitrile 
• 4530-20-5 BOC-glycine 
• 34619-03-9 tert-butyldicarbonate 
• 15996-76-6 4-cyanobenzylamine hydrochloride 
• 164648-84-4 4-cyanophenyl dimethylsulfamate 
• 138373-10-1 4-cyanophenyl mesylate 
• 33233-67-9 4-(tert-Butoxycarbonylaminomethyl)benzoic acid 
• 871721-44-7 tert-butyl 4-carbamoylbenzylcarbamate 

Downstream Products

• 1456610-74-4 N-Boc-4-aminomethyl-N-hydroxy-benzamidine 
• 217313-79-6 4-(aminomethyl)benzene-1-carboximidamide dihydrochloride 
• 220648-80-6 tert-butyl 4-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)benzylcarbamate 
• 1092689-33-2 (4-(1,2,4,5-tetrazin-3-yl)phenyl)methanamine hydrochloride 
• 32797-61-8 4-(aminomethyl)benzenecarboximidamide 
• 1380500-86-6 tert-butyl N-{[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]methyl}carbamate 
• 177595-28-7 [4-(1H-1,2,3,4-tetrazol-5-yl)phenyl]methanamine hydrochloride 
• 1380500-93-5 tert-butyl N-[[4-(1,2,4,5-tetrazin-3-yl)phenyl]methyl]carbamate 

Relevant articles and documents

MASP-2 INHIBITORS AND METHODS OF USE

The present disclosure provides, inter alia, compounds with MASP-2 inhibitory activity, compositions of such compounds, and methods of making and using such compounds.

Cyanine compound containing tetrazine unit and preparation method and application thereof

The invention provides a cyanine compound containing a tetrazine unit, a preparation method of the cyanine compound and application of the cyanine compound to near-infrared fluorescence labeling of tumor cells by utilizing a biological orthogonal reaction

New 18F-labeled dienophiles and 18F-labeling method using IeDDA reaction with tetrazines

The present invention relates to a method of labeling of F-18 radioisotopes using an inverse electron demand Diels-Alder (IeDDA) reaction between a tetrazine compound and a dienophile. A ketone compound according to the present invention easily forms an enamine with a secondary amine in an aqueous solution phase to cause significantly rapid conjugation with a tetrazine compound. Particularly, as the amount of water is increased in the aqueous solution, the reaction proceeds well, so that the compound may be suitable for a bioactive compound, such as a peptide or antibody. Unlike conventional reactions producing different stereoisomers, the reaction produces a small amount of only one type of stereoisomer, besides a main product, and the product can be purified through high performance liquid chromatography, etc. Further, as compared to the conventional ^18F-labeled tetrazine or ^18F-labeled TCO synthesis with a low yield, the ^18F-labeled ketone compound represented by the following chemical formula 1 can be obtained with a high ^18F-labeling yield from a precursor thereof.COPYRIGHT KIPO 2021