ChemicalBook CAS DataBase List tert-butyl (3-azidopropyl)carbaMate

tert-butyl (3-azidopropyl)carbaMate synthesis

7synthesis methods

Product Name:tert-butyl (3-azidopropyl)carbaMate
CAS Number:129392-84-3
Molecular formula:C8H16N4O2
Molecular Weight:200.24

83948-53-2 Synthesis

83948-53-2
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129392-84-3
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Yield:129392-84-3 88%

Reaction Conditions:

with sodium hydride in N,N-dimethyl-formamide;mineral oil at 80; for 48 h;

Steps:

85.1 Stepi
In a 25 mL round-bottomed flask, tert-butyl 3-bromopropylcarbamate (1 g, 4.2 mmol) was combined with N,N-dimethylfonnamide (12 ml). Sodium azide (300 mg, 4.62 mmol) was added and the reaction was stirred at 80°C for 2 days. The reaction mixture was diluted with diethyl ether, washed with brine, dried over sodium sulfate and concentrated in vacuo to afford (3-azido-propyl)-carbamic acid tert-butyl ester (736 mg, 88%) as a yellow liquid. This liquid was used in the next step without further purification.

References:

F. HOFFMANN-LA ROCHE AG;HOFFMANN-LA ROCHE INC.;LYNCH, Stephen M.;MARTIN, Rainer E.;NEIDHART, Werner;PLANCHER, Jean-Marc;SCHULZ-GASCH, Tanja WO2014/86663, 2014, A1 Location in patent:Page/Page column 71

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