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496871

Sigma-Aldrich

1,3-Bis(tert-butoxycarbonyl)guanidine

98%

Sinónimos:

C,C′-Bis(1,1-dimethylethyl) N,N′-(carbonimidoyl)bis[carbamate], Di-Boc-guanidine, N,N′-Bis(Boc)guanidine, N,N′-Di-Boc-guanidine, N1,N2-Bis(tert-butoxycarbonyl)guanidine, N1,N2-Bis(tert-butyloxycarbonyl)guanidine, tert-Butyl [N-(tert-butoxycarbonyl)carbamimidoyl]carbamate

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About This Item

Fórmula lineal:
HN=C[NHCO2C(CH3)3]2
Número de CAS:
154476-57-0
Peso molecular:
259.30
MDL number:
MFCD01863604
UNSPSC Code:
12352100
PubChem Substance ID:
24873089
NACRES:
NA.22

assay

98%

mp

141-144 °C (lit.)

SMILES string

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

InChI

1S/C11H21N3O4/c1-10(2,3)17-8(15)13-7(12)14-9(16)18-11(4,5)6/h1-6H3,(H3,12,13,14,15,16)

InChI key

VPWFNCFRPQFWGS-UHFFFAOYSA-N

General description

1,3-Bis(tert-butoxycarbonyl)guanidine is a guanidine derivative. The synthesis of N-substituted 2-aminoimidazole inhibitors using 1,3-bis(tert-butoxycarbonyl)guanidine has been reported.

Application

1,3-Bis(tert-butoxycarbonyl)guanidine may be used to produce a guanidinyl derivative during the multi-step synthesis of (-)-crispine E. It may also be used as a reagent during the preparation of 1,6-diphenylnaphthalenes.

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Yongzheng Zhang et al.
Bioorganic & medicinal chemistry letters, 23(7), 2001-2006 (2013-03-14)
Bacterial cell division occurs in conjunction with the formation of a cytokinetic Z-ring structure comprised of FtsZ subunits. Agents that disrupt Z-ring formation have the potential, through this unique mechanism, to be effective against several of the newly emerging multidrug-resistant
Synthesis of (-)-Trolline,(-)-Crispin A and (-)-Crispine E.
Kanemitsu T, et al.
Heterocycles, 74, 199-204 (2008)
Andrew A Yeagley et al.
Organic & biomolecular chemistry, 11(1), 130-137 (2012-10-19)
Antibiotic resistance is a significant problem and is compounded by the ability of many pathogenic bacteria to form biofilms. A library of N-substituted derivatives of a previously reported 2-aminoimidazole/triazole (2-AIT) biofilm modulator was constructed via α-bromoketone cyclization with 1,3-bis(tert-butoxycarbonyl)guanidine, followed

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