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Merck
CN

8.55094

Trichloroacetimidate Wang resin

Novabiochem®

Synonym(s):

Trichloroacetimidate Wang resin

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About This Item

CAS Number:
UNSPSC Code:
12352101
NACRES:
NA.22
MDL number:
Form:
beads
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Quality Level

product line

Novabiochem®

form

beads

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

ClC(Cl)(Cl)C(=N)OCc1ccc(cc1)OC

InChI

1S/C10H10Cl3NO2/c1-15-8-4-2-7(3-5-8)6-16-9(14)10(11,12)13/h2-5,14H,6H2,1H3

InChI key

TYHGKLBJBHACOI-UHFFFAOYSA-N

General description

A highly versatile reagent for the solid phase immobilization of alcohols [1,2,3]; carboxylic, phosphonic and sulfonic acids [4]; thiols and thioacids [4]; and phenols [5]. In contrast to the analogous bromide resin which is loaded under basic conditions, derivatization of this support is achieved under acidic conditions, making it compatible with base-sensitive compounds such as Fmoc-amino alcohols.

Associated Protocols and Technical Articles
Protocols for Loading of Peptide Synthesis Resins

Literature references

[1] S. Hanessian & X. Fang (1998) Tetrahedron Lett., 39, 733.
[2] A. Bianco, et al. (2000) J. Comb. Chem., 2, 681.
[3] A. Kamal, et al. (2002) Tetrahedron Lett., 43, 2103.
[4] C. W. Phoon, et al. (1998) Tetrahedron Lett., 39, 7959.
[5] A. Kamal, et al. (2001) Tetrahedron Lett., 42, 6969.

Analysis Note

Color (visual): slight yellow to beige
Appearance of substance (visual): beads
Loading (determined by elemental analysis after derivatization with thioacetic acid): 0.60 - 1.20 mmol/g
Swelling Volume (in DMF): lot specific result
The polymer matrix is copoly (styrene-1% DVB), 100 - 200 mesh

Other Notes

Replaces: 01-64-0314

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany


Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable



Certificates of Analysis (COA)

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Global Trade Item Number

SKUGTIN
855094000104027269113506
855094000504027269113513
855094002504027269113520