8.55094

Trichloroacetimidate Wang resin

Novabiochem^®

• Synonym(s): Trichloroacetimidate Wang resin
• CAS Number: 89238-99-3
• MDL number: MFCD00134547
• UNSPSC Code: 12352101
• NACRES: NA.22

Properties

• Quality Level: 200
• 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

Description

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.

Linkage

Replaces: 01-64-0314

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

Legal Information

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable