ChemicalBook Product Catalog Chemical Reagents Organic reagents Esters Butyl Ester compounds Di-tert-butyl iminodicarboxylate

Di-tert-butyl iminodicarboxylate

Di-tert-butyl iminodicarboxylate Basic information
Uses
Product Name:Di-tert-butyl iminodicarboxylate
Synonyms:N-BOC-TERT-BUTYLCARBAMATE;TERT-BUTYL IMINODICARBOXYLATE;Bis(tert-butoxycarbonyl)ammonia~N-Boc-tert-butylcarbamate;DI-TERT-BUTYL IMINODICARBOXYLATE, 96+%;Di-tert-butyl iminodicarboxylate,Ticagrelor intermediate;(BOC)2NH FLUKA;LABOTEST-BB LT00233154;DI-TERT-BUTYL IMINODICARBOXYLATE
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
Di-tert-butyl iminodicarboxylate Structure
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
pka8.25±0.46(Predicted)
form Crystalline Powder
color White to beige
Water Solubility Insoluble in water.
Sensitive Air & Light Sensitive
BRN 1911172
InChIKeyXCAQIUOFDMREBA-UHFFFAOYSA-N
CAS DataBase Reference51779-32-9(CAS DataBase Reference)
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 Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
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 PropertiesWhite to beige crystalline powder
UsesDi-tert-butyl iminodicarboxylate is a protected amine group that is used to prepare conformationally constrained spirocycles as CCR1 antagonists.
Di-tert-butyl iminodicarboxylate Preparation Products And Raw materials
Preparation ProductsN-(tert-Butoxycarbonyl)-2-aminoacetonitrile-->BIS(1,1-DIMETHYLETHYL)(3-BROMOPROPYL) IMIDODICARBONATE
ISOXADIFEN-ETHYL DIETHYL IMINODIACETATE 1,1,2-Tris(tert-butoxycarbonyl)hydrazine t-butyl chloroformate N,N-DI-BOC-4-AMINOMETHYL BENZONITRILE Cyhalofop-butyl N,N-BIS-BOC-N-ALLYLAMINE (BOC)2-15NH TRI-BOC-HYDRAZINOACETIC ACID N-Carbobenzyloxyglycine Buprofezin Dibenzylamine DIBUTYL ISOPHTHALATE BUTYL OLEATE Z-ARG(BOC)2-OH CHA 2-N-FMOC-AMINO-3-[N(BIS-BOC-AMIDINO)-2-PYRROLIDINYL]PROPIONIC ACID 4-(N',N'-DIBOC-AMINOMETHYL)-N-HYDROXYBENZAMIDINE N,N-DI-BOC-4-AMINOMETHYL BENZAMIDINE
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