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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:
51779-32-9
Molecular Weight:
217.26
Beilstein:
1911172
MDL number:
MFCD00043309
UNSPSC Code:
12352100
PubChem Substance ID:
24863377
NACRES:
NA.22

Quality Level

200

Assay

≥96%

mp

114-117 °C (lit.)

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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Related Categories

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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Young Ah Kim et al.
Biochemical pharmacology, 73(10), 1558-1572 (2007-02-20)
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