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43720

N,N′-Disuccinimidyl carbonate

≥95.0% (NMR), for peptide synthesis

Synonym(s):

N-Succinimidyl carbonate, DSC, Di(N-succinimidyl) carbonate

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5 g
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$154.00
25 g
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$449.00

About This Item

Empirical Formula (Hill Notation):
C9H8N2O7
CAS Number:
Molecular Weight:
256.17
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
EC Number:
277-730-3
MDL number:
Beilstein/REAXYS Number:
1499137

$154.00


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Product Name

N,N′-Disuccinimidyl carbonate, purum, ≥95.0% (NMR)

grade

purum

Quality Segment

assay

≥95.0% (NMR)

form

powder

reaction suitability

reaction type: Carbonylations

impurities

~3% N-hydroxysuccinimide (NMR)

mp

190 °C (dec.) (lit.)

application(s)

peptide synthesis

functional group

imide

storage temp.

−20°C

SMILES string

O=C1CCC(=O)N1OC(=O)ON2C(=O)CCC2=O

InChI

1S/C9H8N2O7/c12-5-1-2-6(13)10(5)17-9(16)18-11-7(14)3-4-8(11)15/h1-4H2

InChI key

PFYXSUNOLOJMDX-UHFFFAOYSA-N

Application

N,N′-Disuccinimidyl carbonate (DSC) can be used to synthesize:
  • Various carbamate derivatives from primary and sterically hindered secondary alcohols by alkoxycarbonylation.
  • Active carbonate resins from 4-hydroxymethylpolystyrene and 4-hydroxymethyl-3-nitrobenzamido resins via hydroxy functional groups.
  • Aza-glycinyl dipeptides, important intermediates for the preparation of various azapeptides.

It may be also used:
  • In the two-step preparation of 5-(6-(azidomethyl)nicotinamido)pentanoic acid, a copper-chelating picolyl azide derivative.
  • To activate the hydroxyl group of the hapten, γ-hydroxyphenylbutazone (HPBZ) so that HPBZ can effectively bind with human serum albumin(HSA)-immunogen to form a hapten-protein conjugate.

Other Notes

Convenient reagent for preparing N-succinimidyl esters of N-protected amino acids and other acids; activated carbonate, e.g. synthesis of ureas and carbamates; coupling of ligands to proteins (via lysines).

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This Item
2258278744446920
description

purum, ≥95.0% (NMR)

description

≥95%

description

suitable for fluorescence, ≥95.0% (HPLC)

description

≥98.0% (HPLC)

form

powder

form

powder or crystals

form

powder

form

powder

grade

purum

grade

-

grade

-

grade

-

assay

≥95.0% (NMR)

assay

≥95%

assay

≥95.0% (HPLC)

assay

≥98.0% (HPLC)

functional group

imide

functional group

imide

functional group

-

functional group

Fmoc, imide

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

impurities

~3% N-hydroxysuccinimide (NMR)

impurities

-

impurities

-

impurities

-


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signalword

Warning

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

pictograms

Exclamation mark

hcodes

Hazard Classifications

Acute Tox. 4 Oral



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Questions

  1. What is the reagent used to synthesize N,N′-Disuccinimidyl carbonate other than triphosgene

    1 answer
    1. The preparation method of this product is considered proprietary.

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