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Key Documents

341096

Sigma-Aldrich

Succinimidyl 2,2,2-trichloroethyl carbonate

98%

Synonym(s):

N-(2,2,2-Trichloroethoxycarbonyloxy)succinimide

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About This Item

Empirical Formula (Hill Notation):
C7H6Cl3NO5
CAS Number:
Molecular Weight:
290.49
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

assay

98%

mp

111-113 °C (lit.)

storage temp.

2-8°C

SMILES string

ClC(Cl)(Cl)COC(=O)ON1C(=O)CCC1=O

InChI

1S/C7H6Cl3NO5/c8-7(9,10)3-15-6(14)16-11-4(12)1-2-5(11)13/h1-3H2

InChI key

WBZXNGAFYBGQFE-UHFFFAOYSA-N

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Application

Succinimidyl 2,2,2-trichloroethyl carbonate was used in the synthesis of:
  • methyl [phenyl 5-(2,2,2-trichloroethoxycarbonylamino)-3,5-dideoxy-2-thio-β-D-glycero-D-galacto-2-nonulopyranosid]-onate
  • phenyl 3,4-di-O-benzyl-6-O-(tert-butyl-dimethyl-silyl)-1-selanyl-2-(2,2,2-trichloroethoxycarbonylamine)-β-D-galactopyranoside

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye 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


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Chien-Tai Ren et al.
The Journal of organic chemistry, 67(4), 1376-1379 (2002-02-16)
The preparation of a disaccharide 2, Neu5Ac-alpha-(2-->5)Neu5Gc having a alpha-benzyl protecting group at the reducing end, by the coupling of the easily accessible building units 4 and 5 is described. Subsequent deprotection of the coupling adduct led to the isolation
Chien-Tai Ren et al.
The Journal of organic chemistry, 72(14), 5427-5430 (2007-06-21)
Synthesis of a tetrasaccharide glycosyl glycerol, the core structure of glycoglycerolipid from Meiothermus taiwanensis ATCC BAA-400, was described. A one-pot glycosylation with three components was employed as a key step.

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