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Sigma-Aldrich

1,3-Di-Boc-2-(trifluoromethylsulfonyl)guanidine

≥95.0% (HPLC)

Synonym(s):

N,N′-Bis(tert-butoxycarboyl)-N′′-trifylguanidine

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About This Item

Linear Formula:
CF3SO2N=C[NHCO2C(CH3)3]2
CAS Number:
Molecular Weight:
391.36
Beilstein/REAXYS Number:
7947176
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95.0% (HPLC)

form

solid

mp

113 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

CC(C)(C)OC(=O)N\C(NC(=O)OC(C)(C)C)=N\S(=O)(=O)C(F)(F)F

InChI

1S/C12H20F3N3O6S/c1-10(2,3)23-8(19)16-7(17-9(20)24-11(4,5)6)18-25(21,22)12(13,14)15/h1-6H3,(H2,16,17,18,19,20)

InChI key

GOQZIPJCBUYLIR-UHFFFAOYSA-N

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Other Notes

Guanidinylation reagents for amines and peptides

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Abdelkader A Metwally et al.
Pharmaceutics, 3(3), 406-424 (2011-01-01)
Four guanidine derivatives of N4,N9-diacylated spermine have been designed, synthesized, and characterized. These guanidine-containing cationic lipids bound siRNA and formed nanoparticles. Two cationic lipids with C18 unsaturated chains, N1,N12-diamidino-N4,N9-dioleoylspermine and N1,N12-diamidino-N4-linoleoyl-N9-oleoylspermine, were more efficient in terms of GFP expression reduction
Tom S Carter et al.
Angewandte Chemie (International ed. in English), 55(32), 9311-9315 (2016-06-18)
Biomimetic carbohydrate receptors ("synthetic lectins") have potential as agents for biological research and medicine. However, although effective strategies are available for "all-equatorial" carbohydrates (glucose, etc.), the recognition of other types of saccharide under natural (aqueous) conditions is less well developed.
K. Feichtinger et al.
The Journal of Organic Chemistry, 63, 8432-8432 (1998)

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