153903-23-2

Basic information

• Product Name: Carbamic acid, [(4-fluorophenyl)methyl]-, 1,1-dimethylethyl ester
• CAS NO: 153903-23-2
• Molecular Formula: C12H16FNO2
• Molecular Weight: 225.263
• Mol File: 153903-23-2.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [(4-fluorophenyl)methyl]-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(4-fluorophenyl)methyl]-, 1,1-dimethylethyl ester(153903-23-2)
• EPA Substance Registry System: Carbamic acid, [(4-fluorophenyl)methyl]-, 1,1-dimethylethyl ester(153903-23-2)

Safety Data

• Hazardous Substances Data: 153903-23-2(Hazardous Substances Data)

Upstream product

• 4530-20-5 BOC-glycine 
• 352-34-1 4-fluoro-1-iodobenzene 
• 371-41-5 4-Fluorophenol 
• 1259092-05-1 4-fluorophenyl N,N-dimethylsulfamate 
• 1314538-55-0 potassium tert-butyl N-[(trifluorolambda-4-boranyl)methyl]carbamate 
• 4248-19-5 tert-butyl carbazate 
• 459-57-4 4-fluorobenzaldehyde 
• 124-38-9 carbon dioxide 
• 1358791-65-7 N-(tert-butoxycarbonyl)-α-(tributylstannyl)-4-fluorobenzylamine 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 186581-53-3 diazomethane 
• 24424-99-5 di-tert-butyl dicarbonate 
• 140-75-0 para-fluorobenzylamine 
• 1194-02-1 4-fluorobenzonitrile 

Downstream Products

• 167300-01-8 tert-butyl N-(4-fluorobenzyl)-N-methylcarbamate 
• 405-66-3 (4-Fluoro-benzyl)-methyl-amine 
• 1263808-10-1 2-{3-[(4-fluorobenzyl)methylamino]propyl}-10,10a-dihydro-5H-imidazo[1,5-b]isoquinoline-1,3-dione 
• 1276540-81-8 (4-fluoro-3-pyridin-4-yl-benzyl)-carbamic acid tert-butyl ester 
• 1276540-82-9 (4-fluoro-3-piperidin-4-yl-benzyl)-carbamic acid tert-butyl ester hydrochloride 
• 1276540-80-7 5-[(tert-butoxycarbonylamino)methyl]-2-fluorophenylboronic acid 
• 170902-76-8 methyl (R)-amino-(4-fluorophenyl)-acetate 
• 196707-32-1 (2R)-2-{[(tert-butoxy)carbonyl]amino}-2-(4-fluorophenyl)acetic acid 
• 142186-36-5 (S)-2-((tert-butoxycarbonyl)amino)-2-(4-fluorophenyl)acetic acid 
• 851726-57-3 N-(tert-butoxycarbonyl)-N-(4-fluorobenzyl)glycine 
• 196707-30-9 N-(trimethylsilyl)-N-(tert-butyloxycarbonyl)-4-fluorobenzylamine 
• 153903-14-1 5-(((tert-butoxycarbonyl)amino)methyl)-2-fluorobenzoic acid 

Relevant articles and documents

Highly efficient chemoselective N-tert butoxycarbonylation of aliphatic/aromatic/heterocyclic amines using diphenylglycoluril as organocatalyst

An efficient approach for the Chemoselective N-tert-butoxycarbonylation of a variety of amines using diphenylglycoluril as organocatalyst has been described. For the first time, a plausible mechanism for the N-tert-butoxycarbonylation has been proposed using density functional theory (DFT) calculations supported by NMR studies. The reusability of the organocatalyst and observation of the desired N-Boc protected amines being formed without the formation of side products like urea, oxazolidinone, isocyanate, and N, N-di-Boc derivatives makes the present protocol desirable.

N-Protection of amines using pyridinium 2,2,2-trifluoroacetate ionic liquid as an efficient and reusable catalyst

A simple, green, and efficient method for the N-tert-butoxycarbonylation of amines by pyridinium 2,2,2-trifluoroacetate ([Py][OTf]) as an efficient and reusable catalyst is reported. In general, electron donating groups on aryl group give rise to the higher yields than electron withdrawing groups. Clean reaction, short reaction times, high yields, reusability of catalyst, and easy preparation of it are some advantages of this work.

One-pot synthesis of α-amino acids from CO2 using a bismetal reagent with Si-B bond

In the presence of 1.1 equiv of PhMe2Si-Bpin, 5 equiv of CsF, and 20 mol % of TsOH·H2O, precursors of N-Boc-imines can be converted into the corresponding α-aryl or α-alkenyl glycine derivatives under gaseous CO2 in moderate-to-high yields with a single operation. α-Isobutenyl glycine thus obtained can be further derivatized into various types of α-amino acids including N-Boc-leucine, serine, and glycine derivatives in short steps.