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29237

Sigma-Aldrich

1,1-Dioxobenzo[b]thiophen-2-ylmethyl N-succinimidyl carbonate

≥97.0%

Synonym(s):

N-(Benzo[b]thiophenesulfone-2-methoxycarbonyloxy)succinimide, Bsmoc-OSu

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About This Item

Empirical Formula (Hill Notation):
C14H11NO7S
CAS Number:
Molecular Weight:
337.30
Beilstein:
8274967
MDL number:
UNSPSC Code:
12352000
PubChem Substance ID:
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Assay

≥97.0%

mp

~165 °C (dec.)

shipped in

wet ice

storage temp.

−20°C

SMILES string

O=C(OCC1=Cc2ccccc2S1(=O)=O)ON3C(=O)CCC3=O

Other Notes

New base- and nucleophile-sensitive amino-protecting group in peptide coupling, more base-labile than Fmoc, deprot. by tris(2-aminoethyl)amine (TAEA)[1]

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L.A. Carpino et al.
Journal of the American Chemical Society, 119, 9915-9915 (1997)

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