Di-tert-butyl-iminodicarboxylate
Appearance
![]() | |
Names | |
---|---|
Preferred IUPAC name
Di-tert-butyl 2-imidodicarbonate | |
Other names
HN(Boc)2; Bis-Boc amine
| |
Identifiers | |
3D model (
JSmol ) |
|
ChemSpider | |
PubChem CID
|
|
UNII | |
CompTox Dashboard (EPA)
|
|
| |
| |
Properties | |
C10H19NO4 | |
Molar mass | 217.265 g·mol−1 |
Appearance | White solid |
Melting point | 119–121 °C (246–250 °F; 392–394 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
Di-tert-butyl-iminodicarboxylate is an
alkyl halides.[1] It was popularized as an alternative to the Gabriel synthesis for the same conversion. Amines can also be prepared from alcohols by dehydration using the Mitsunobu reaction.[2]
In the usual implementation the reagent is
deprotonated to give the potassium salt, which is N-alkylated. The Boc
protecting groups are subsequently removed under acidic conditions.