127119-09-9

Basic information

• Product Name: Carbamic acid, (2,2-dimethoxyethyl)-, 1,1-dimethylethyl ester (9CI)
• Synonyms: Carbamic acid, (2,2-dimethoxyethyl)-, 1,1-dimethylethyl ester (9CI);tert-Butyl N-(2,2-diMethoxyethyl)carbaMate;tert-Butyl 2-oxoethylcarbaMate diMethyl acetal;tert-Butyl (2,2-dimethoxyethyl)carbamate
• CAS NO: 127119-09-9
• Molecular Formula: C9H19NO4
• Molecular Weight: 205.25146
• Product Categories: N-BOC
• Mol File: 127119-09-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 274.5±30.0 °C(Predicted)
• Appearance: /
• Density: 1.013±0.06 g/cm3(Predicted)
• PKA: 12.63±0.46(Predicted)
• CAS DataBase Reference: Carbamic acid, (2,2-dimethoxyethyl)-, 1,1-dimethylethyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, (2,2-dimethoxyethyl)-, 1,1-dimethylethyl ester (9CI)(127119-09-9)
• EPA Substance Registry System: Carbamic acid, (2,2-dimethoxyethyl)-, 1,1-dimethylethyl ester (9CI)(127119-09-9)

Safety Data

• Hazardous Substances Data: 127119-09-9(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 22483-09-6 2,2-dimethoxyethylamine 

Relevant articles and documents

Synthesis of Some Selectively N-Protected (1S,2S)-p-Nitrophenylserinol-Based Diamino-1,3-dioxanes and Tripodands

The unconventional methodology for the non-epimerizable cycloacetalization of optically active (1S,2S)-2-amino-1-(4-nitrophenyl)propane-1,3-diol (p-nitrophenylserinol) (condensed H2SO4 96% as solvent and catalyst, i.e., sulfuric transacetalization) producing (2R,4S,5S) diamino-1,3-dioxanes was enlarged by the use of N-protected forms of 2,2-dimethoxyethylamine (DMEA, aminoacetaldehyde dimethylacetal). Conversely, N-protected derivatives of p-nitrophenylserinol were successfully cyclocondensed with DMEA in the same sulfuric conditions. N-Functionalization of DMEA upon treatment with trimesic acid trichloride and cyanuric chloride yielded the corresponding triple amide and melamine, respectively. Their adapted sulfuric transacetalization in triplicate in reaction with arylserinols (aryl: phenyl, p-nitrophenyl) afforded a new series of optically active tripodands.

Sulfated tungstate: A highly efficient, recyclable and ecofriendly catalyst for chemoselective N-tert butyloxycarbonylation of amines under the solvent-free conditions

Sulfated tungstate catalyzed an efficient and ecofriendly protocol has been described for the chemoselective N-tert-butyloxycarbonylation of amines under the solvent-free conditions at room temperature. The variety of functionalized aliphatic, aromatic and heteroaromatic amines efficiently undergoes the N-tert-butyloxycarbonylation under the developed protocol. The aminoalcohol, aminophenol, aminoester as well as various chiral amines underwent the chemoselective N-Boc protection under the optimized reaction condition. 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.

Indium(III) halides as new and highly efficient catalysts for N-tert-butoxycarbonylation of amines

Indium(III) bromide and chloride efficiently catalysed the N-tert-butoxycarbonylation of amines with (Boc)2O at room temperature and under solvent-free conditions. Various aromatic, heteroaromatic and aliphatic amines were converted to N-tert-butylcarbamates in excellent yields in short times. Chiral amines, esters of α-amino acids and β-amino alcohols afforded optically pure N-t-Boc derivatives in high yields. The reactions were chemoselective and no competitive side reactions such as isocyanate, urea, and N,N-di-t-Boc formation were observed. Chemoselective conversion to N-tert-butylcarbamates took place with amino alcohols without any formation of oxazolidinones. Georg Thieme Verlag Stuttgart.