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Di-tert-butyl iminodicarboxylate

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Di-tert-butyl iminodicarboxylate Basic information

Product Name:
Di-tert-butyl iminodicarboxylate
Synonyms:
  • N-BOC-TERT-BUTYLCARBAMATE
  • TERT-BUTYL IMINODICARBOXYLATE
  • (BOC)2NH
  • Bis(tert-butoxycarbonyl)ammonia~N-Boc-tert-butylcarbamate
  • DI-TERT-BUTYL IMINODICARBOXYLATE, 96+%
  • Di-tert-butyl iminodicarboxylate,Ticagrelor intermediate
  • (BOC)2NH FLUKA
  • Bis(tert-butoxycarbonyl)amine
CAS:
51779-32-9
MF:
C10H19NO4
MW:
217.26
EINECS:
000-000-0
Product Categories:
  • Amination
  • Synthetic Organic Chemistry
  • pharmacetical
  • Aliphatics
  • bc0001
Mol File:
51779-32-9.mol
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Di-tert-butyl iminodicarboxylate Chemical Properties

Melting point:
114-117 °C(lit.)
Boiling point:
273.8±9.0 °C(Predicted)
Density 
1.037±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Chloroform, Methanol
pka
8.25±0.46(Predicted)
form 
Crystalline Powder
color 
White to beige
Water Solubility 
Insoluble in water.
Sensitive 
Air & Light Sensitive
BRN 
1911172
InChIKey
XCAQIUOFDMREBA-UHFFFAOYSA-N
CAS DataBase Reference
51779-32-9(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29241990

MSDS

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Di-tert-butyl iminodicarboxylate Usage And Synthesis

Uses

Di-tert-butyl-iminodicarboxylate is an organic compound that can be described with the formula [(CH3)3COC(O)]2NH. It is a white solid that is soluble in organic solvents. The compound is used as a reagent for the preparation of primary amines from alkyl halides. 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. 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.

Chemical Properties

White to beige crystalline powder

Uses

Di-tert-butyl iminodicarboxylate is a protected amine group that is used to prepare conformationally constrained spirocycles as CCR1 antagonists.

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