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375276

Sigma-Aldrich

Di-tert-butyl-iminodicarboxylate

≥96%

Synonym(s):

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

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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

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

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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

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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)
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.
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
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

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