3712-40-1

Basic information

• Product Name: tert-Butyl N-cyclohexylcarbaMate
• Synonyms: tert-Butyl N-cyclohexylcarbaMate
• CAS NO: 3712-40-1
• Molecular Formula: C₁₁H₂₁NO₂
• Molecular Weight: 199.28994
• Mol File: 3712-40-1.mol
• Article Data: 71

Chemical Properties

• Boiling Point: 289°Cat760mmHg
• Flash Point: 128.6°C
• Appearance: /
• Density: 0.97g/cm³
• Vapor Pressure: 0.00226mmHg at 25°C
• Refractive Index: 1.465
• CAS DataBase Reference: tert-Butyl N-cyclohexylcarbaMate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Butyl N-cyclohexylcarbaMate(3712-40-1)
• EPA Substance Registry System: tert-Butyl N-cyclohexylcarbaMate(3712-40-1)

Safety Data

• Hazardous Substances Data: 3712-40-1(Hazardous Substances Data)

Usage

General Description

Tert-butyl N-cyclohexylcarbamate, also known as tBu-N-Cbz, is a carbamate compound with the chemical formula C11H21NO2. It is commonly used in organic synthesis as a protective group for amines, as it can be easily removed under mild conditions. tert-Butyl N-cyclohexylcarbaMate is stable and can be stored without decomposition under normal conditions. It is soluble in organic solvents, such as acetone and dichloromethane, and is often used as a reagent in chemical reactions to selectively protect amine groups in a molecule. Furthermore, tBu-N-Cbz has found applications in the pharmaceutical industry for the synthesis of various drugs and pharmaceutical intermediates.

InChI:InChI=1/C11H21NO2/c1-11(2,3)14-10(13)12-9-7-5-4-6-8-9/h9H,4-8H2,1-3H3,(H,12,13)

Upstream product

• 57022-34-1 tert-butyl cyanoformate 
• 108-91-8 cyclohexylamine 
• 1122-56-1 cyclohexylcarboxamide 
• 75-65-0 tert-butyl alcohol 
• 507-40-4 tert-butylhypochlorite 
• 3173-53-3 Cyclohexyl isocyanate 
• 1088-01-3 tricyclohexylborane 
• 18303-04-3 N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide 
• 153789-13-0 tert-butyl 7-azabicyclo<4.1.0>heptane-7-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 19573-22-9 cyclohexyl azide 
• 698-90-8 N'-cyclohexylurea 
• 1907-33-1 lithium tert-butoxide 
• 511244-42-1 N-(tert-butoxycarbonyl)-5,7-dinitroindoline 

Downstream Products

• 886-59-9 N-cyclohexyl-N'-phenylurea 
• 25855-24-7 N-benzyl-N'-cyclohexylurea 
• 56805-21-1 N-cyclohexyl-5-phenyloxazolidin-2-one 
• 1321591-62-1 (E)-tert-butyl cyclohexyl(1,3-diphenylallyl)carbamate 
• 904816-62-2 tert-butyl (1-cyanocyclohexyl)carbamate 
• 3173-53-3 Cyclohexyl isocyanate 
• 1620683-50-2 tert-butyl allyl(cyclohexyl)carbamate 
• 1620683-40-0 (E)-tert-butyl cyclohexyl(3-(p-tolyl)prop-1-en-1-yl)carbamate 
• 1759-68-8 N-benzoylcyclohexylamine 
• 7107-58-6 benzyl N-cyclohexylcarbamate 
• 56379-88-5 cyclohexylcarbamic acid phenyl ester 
• 41828-16-4 4-chlorophenyl cyclohexylcarbamate 
• 56741-05-0 S-phenyl cyclohexylcarbamothioate 
• 72024-58-9 S-(4-chlorophenyl) cyclohexylcarbamothioate 

Relevant articles and documents

Nickel Boride Catalyzed Reductions of Nitro Compounds and Azides: Nanocellulose-Supported Catalysts in Tandem Reactions

Nickel boride catalyst prepared in situ from NiCl2 and sodium borohydride allowed, in the presence of an aqueous solution of TEMPO-oxidized nanocellulose (0.01 wt%), the reduction of a wide range of nitroarenes and aliphatic nitro compounds. Here we describe how the modified nanocellulose has a stabilizing effect on the catalyst that enables low loading of the nickel salt pre-catalyst. Ni-B prepared in situ from a methanolic solution was also used to develop a greener and facile reduction of organic azides, offering a substantially lowered catalyst loading with respect to reported methods in the literature. Both aromatic and aliphatic azides were reduced, and the protocol is compatible with a one-pot Boc-protection of the obtained amine yielding the corresponding carbamates. Finally, bacterial crystalline nanocellulose was chosen as a support for the Ni-B catalyst to allow an easy recovery step of the catalyst and its recyclability for new reduction cycles.

Thiamine hydrochloride as a recyclable organocatalyst for the efficient and chemoselective N-tert-butyloxycarbonylation of amines

Thiamin hydrochloride promoted highly efficient and ecofriendly approach has been described for the chemoselective N-tert-butyloxycarbonylation of amines under solvent-free conditions at ambient temperature. The demonstrated approach has been applicable for the N-Boc protection of variety of aliphatic, aryl, heteroaryl amines. The chemoselective protection of amino group occurs in chiral amines and amino alcohol without racemization in high yield. Thiamin hydrochloride is stable, economical, easy to handle and environmentally friendly.

Nanoceria as an efficient and green catalyst for the chemoselective N-tert-butyloxycarbonylation of amines under the solvent-free conditions

Nanocerium oxide mediated an efficient and green protocol has been described for the chemoselective N-tert-butyloxycarbonylation of amines under the solvent-free conditions at ambient temperature. Various aliphatic, aromatic and heteroaromatic amines were protected using developed protocol and several functional groups such as alcohol, phenol and ester were well tolerated under these conditions. The rapid reaction rate, mild conditions, very good functional group tolerance, excellent yield, solvent-free, easy recovery products and excellent catalyst recyclability are the advantages of this protocol. This makes the protocol feasible, economical and environmentally benign.