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8.53074

Boc-Asn(Trt)-OH

Novabiochem®

Synonym(s):

Boc-Asn(Trt)-OH, N-α-t.-Boc-β-trityl-L-asparagine

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About This Item

Empirical Formula (Hill Notation):
C28H30N2O5
CAS Number:
132388-68-2
Molecular Weight:
474.55
UNSPSC Code:
12352209
NACRES:
NA.22
MDL number:
MFCD00153299
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Quality Level

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

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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