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Merck
CN

375276

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24863377
MDL number:
MFCD00043309
Beilstein/REAXYS Number:
1911172
Assay:
≥96%

Key Documents

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Product Name

Di-tert-butyl-iminodicarboxylate, ≥96%

InChI

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

SMILES string

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

InChI key

XCAQIUOFDMREBA-UHFFFAOYSA-N

assay

≥96%

mp

114-117 °C (lit.)

functional group

amine

Quality Level

200

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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

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
BCCN4026
BCCM8042
BCCK1107
BCCG9461
BCCF2685

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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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