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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:
51779-32-9
Molecular Weight:
217.26
Beilstein/REAXYS Number:
1911172
MDL number:
MFCD00043309
UNSPSC Code:
12352100
PubChem Substance ID:
24863377
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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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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK1107
BCCG9461
BCCF2685
BCBM4936V
BCBC7699V

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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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