8.53074

Boc-Asn(Trt)-OH

Novabiochem^®

• Synonym(s): Boc-Asn(Trt)-OH, N-α-t.-Boc-β-trityl-L-asparagine
• Empirical Formula (Hill Notation): C₂₈H₃₀N₂O₅
• CAS Number: 132388-68-2
• Molecular Weight: 474.55
• UNSPSC Code: 12352209
• NACRES: NA.22
• MDL number: MFCD00153299

Properties

• Quality Segment: 200
• product line: Novabiochem^®
• assay: ≥98% (TLC)
• form: powder
• reaction suitability: reaction type: Boc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• functional group: amide
• storage temp.: 15-25°C
• SMILES string: N([C@@H](CC(=O)NC(c3ccccc3)(c2ccccc2)c1ccccc1)C(=O)O)C(=O)OC(C)(C)C
• InChI: 1S/C28H30N2O5/c1-27(2,3)35-26(34)29-23(25(32)33)19-24(31)30-28(20-13-7-4-8-14-20,21-15-9-5-10-16-21)22-17-11-6-12-18-22/h4-18,23H,19H2,1-3H3,(H,29,34)(H,30,31)(H,32,33)/t23-/m0/s1
• InChI key: PYGOCFDOBSXROC-QHCPKHFHSA-N

Description

General description

A trityl-protected derivative which increases the solubility of Asn during the coupling step in SPPS ^[1]. Its use gives higher yields and lower by-product formation. During the following coupling cycles the temporary side-chain protection is removed.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Boc SPPS

Literature references

^[1] P. Sieber, et al. (1991) Tetrahedron Lett., 32, 739.

Analysis Note

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Optical rotation α 25/D (c=1 in methanol): -21.5 - -16.5 °
Purity (TLC(011A)): ≥ 98 %
Purity (TLC(0811)): ≥ 98 %
Solubility (1 mmole in 2 ml DMF): clear solution

To see the solvent systems used for TLC of Novabiochem^® products please click here.

Other Notes

Replaces: 04-12-0187

Legal Information

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable