Skip to Content
Merck
All Photos(1)

Key Documents

375276

Sigma-Aldrich

Di-tert-butyl-iminodicarboxylate

≥96%

Synonym(s):

N-Boc-tert-butylcarbamate, tert-Butyl iminodicarboxylate

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
[(CH3)3COCO]2NH
CAS Number:
Molecular Weight:
217.26
Beilstein:
1911172
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥96%

mp

114-117 °C (lit.)

functional group

amine

SMILES string

CC(C)(C)OC(=O)NC(=O)OC(C)(C)C

InChI

1S/C10H19NO4/c1-9(2,3)14-7(12)11-8(13)15-10(4,5)6/h1-6H3,(H,11,12,13)

InChI key

XCAQIUOFDMREBA-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Di-tert-butyl-iminodicarboxylate may be used in the preparation of:
  • trans-diamino-2-butene and cis-1,4-diamino-2-butene
  • di-tert-butyl N-3-butenyliminodicarboxylate
  • N,N-di-tert-butyl[(2-fluoro-4-nitro)benzylamino]dicarboxylate
  • C1-C20 and C21-C40 fragments of tetrafibricin

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

A convenient and efficient synthesis of (< i> S</i>)-lysine and (< i> S</i>)-arginine homologues via olefin cross-metathesis.
Boyle TP, et al.
Tetrahedron, 61(30), 7271-7276 (2005)
K Kashiwagi et al.
The Journal of biological chemistry, 275(46), 36007-36012 (2000-08-31)
The PotE protein can catalyze both uptake and excretion of putrescine. The K(m) values of putrescine for uptake and excretion are 1.8 and 73 microm, respectively. Uptake of putrescine is dependent on the membrane potential, whereas excretion involves putrescine-ornithine antiporter
Venugopal Gudipati et al.
Tetrahedron letters, 52(17), 2254-2257 (2011-05-24)
Efficient syntheses of suitably functionalized top and bottom fragments of tetrafibricin are described. The bottom fragment is prepared by two consecutive Kocienski-Julia couplings, while the top fragment synthesis features a dithiane alkylation and a Horner-Wadsworth-Emmons reaction.
Young Ah Kim et al.
Biochemical pharmacology, 73(10), 1558-1572 (2007-02-20)
Toxoplasma gondii is an opportunistic pathogen responsible for toxoplasmosis. T. gondii is a purine auxotroph incapable of de novo purine biosynthesis and depends on salvage pathways for its purine requirements. Adenosine kinase (EC.2.7.1.20) is the major enzyme in the salvage

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service