8.52084

Fmoc-Dab(ivDde)-OH

Novabiochem^®

• Synonym(s): Fmoc-Dab(ivDde)-OH, N-α-Fmoc-N-γ-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl-L-diaminobutanoic acid
• Empirical Formula (Hill Notation): C₃₂H₃₈N₂O₆
• CAS Number: 607366-21-2
• Molecular Weight: 546.65
• UNSPSC Code: 12352209
• NACRES: NA.22

Properties

• Quality Level: 200
• product line: Novabiochem^®
• Assay: ≥95.0% (HPLC); ≥98% (TLC)
• form: powder
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• functional group: amine
• storage temp.: 15-25°C
• InChI: 1S/C32H38N2O6/c1-19(2)15-26(29-27(35)16-32(3,4)17-28(29)36)33-14-13-25(30(37)38)34-31(39)40-18-24-22-11-7-5-9-20(22)21-10-6-8-12-23(21)24/h5-12,19,24-25,35H,13-18H2,1-4H3,(H,34,39)(H,37,38)/t25-/m0/s1
• InChI key: IMMMALLSYWTSAX-VWLOTQADSA-N

Description

General description

This orthogonally-protected diaminobutyric acid derivative is based on the hindered Dde variant ivDde. The side-chain ivDde group is considerably more stable to piperidine than Dde and is less prone to migrate from protected to unprotected side-chains ^[1] and from side-chain to γ-amino group ^[2].When removing ivDde in the presence of allyl-based protecting groups, allyl alcohol should be included in the deprotection solution to prevent reduction of the allyl group ^[3].

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

Literature references

^[1] S. R. Chhabra, et al. (1998) Tetrahedron Lett., 39, 1603.
^[2] R. Wilhelm, personal communication.
^[3] B. Rohwedder, et al. (1998) Tetrahedron Lett., 39, 1175.
^[4] S. K. Sharma, et al. (1999) J. Peptide Res., 53, 501.

Linkage

Replaces: 04-12-1196

Analysis Note

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Purity (TLC(157A)): ≥ 98 %
Purity (TLC(157B)): ≥ 98 %
Assay (HPLC, area%): ≥ 95.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Water (K. F.): ≤ 1.00 %

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

Legal Information

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable