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Sigma-Aldrich

N-(Allyloxycarbonyloxy)succinimide

96%

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About This Item

Empirical Formula (Hill Notation):
C8H9NO5
CAS Number:
135544-68-2
Molecular Weight:
199.16
MDL number:
MFCD02684388
UNSPSC Code:
12352005
PubChem Substance ID:
329765253
NACRES:
NA.22

assay

96%

form

liquid

refractive index

n20/D 1.482

density

1.287 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

C=CCOC(=O)ON1C(=O)CCC1=O

InChI

1S/C8H9NO5/c1-2-5-13-8(12)14-9-6(10)3-4-7(9)11/h2H,1,3-5H2

InChI key

OIXALTPBNZNFLJ-UHFFFAOYSA-N

Application

N-(Allyloxycarbonyloxy)succinimide (alloc-Su) can be used as:
  • A building block for the preparation of glycopeptide scaffolds.
  • A reagent in the synthesis of various functional cyclic carbonate monomers from 2-amino-1,3-propane diols.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

242.6 °F

flash_point_c

117 °C

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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Synthesis and in vitro evaluation of bisphosphonated glycopeptide prodrugs for the treatment of osteomyelitis
Tanaka KSE, et al.
Bioorganic & medicinal chemistry letters, 20(4), 1355-1359 (2010)
2-Amino-1, 3-propane diols: a versatile platform for the synthesis of aliphatic cyclic carbonate monomers
Venkataraman S, et al.
Polym. Chem., 4(10), 2945-2948 (2013)
Bo Wu et al.
Molecules (Basel, Switzerland), 25(19) (2020-10-07)
Four bis-lactam [i, i+4]-stapled peptides with d- or l-α-methyl-thialysines were constructed on a model peptide sequence derived from p110α[E545K] and subjected to circular dichroism (CD) and proteolytic stability assessment, alongside the corresponding bis-lactam [i, i+4]-stapled peptide with l-thialysine. The %

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